Mục lục
Chương 1: Tổng quan
1.1 Về các hợp chất chứa vòng coumarin
1.2 Về các hợp chất chứa vòng cromon
1.3 Về các xeton α, β - không no và các sản phẩm chuyển hóa
Chương 2: Thực nghiệm
2.1 Xác định các tính chất vật lý
2.2 Thăm dò hoạt tính sinh học
2.3 Tổng hợp các chất đầu axetylbenzopiron
2.3.1 Tổng hợp các chất đầu axetylcoumarin
2.3.2 Tổng hợp các chất đầu axetylcromon
2.4 Tổng hợp xeton α, β - không no từ các axetylbenzopiron
2.4.1 Tổng hợp xeton α, β - không no từ các axetylcoumarin
2.4.2 Tổng hợp xeton α, β - không no từ các axetylcromon
2.5 Tổng hợp một số sản phẩm kiểu 2,3 - dihidrobenzofuran và Bis(aryliden) từ chất đầu axetylbenzopiron
2.6 Tổng hợp một số hợp chất dị vòng chứa ni tơ
2.6.1 Tổng hợp các dẫn xuất 1,3,-triaryl-2-pizazolin
2.6.2 Tổng hợp các dẫn xuất 2-amino-4,6-diarylpirimidin
2.6.3 Tổng hợp các dẫn xuất 2,3-dihidro-1,5-benzodiazepin
Chương 3- Kết quả và bàn luận
3.1 Tổng hợp và xác định cấu tạo các chất đầu axetylbenzopiron
3.1.1 Tổng hợp và xác định cấu tạo các chất đầu axetylcoumarin
3.1.2 Tổng hợp và xác định cấu tạo các chất đầu axetylcromon
3.2 Tổng hợp, xác định cấu tạo và tính chất phổ của các xeton α, β - không no
3.3 Tổng hợp,xác định cấu tạo một số sản phẩm kiểu 2,3-dihidrobenzofuran và bis (aryliden) chứa vòng Benzopiron
3.4 Tổng hợp, xác định cấu tạo và tính chất phổ một số hợp chất dị vòng chứa Ni tơ
3.4.1 Tổng hợp, xác định cấu tạo và tính chất phổ một số dẫn xuất 1,3,5-triaryl-2-pirazolin
3.4.2 Tổng hợp, xác định cấu tạo và tính chất phổ một số dẫn xuất 2-amino-4,6-diarylpirimidin
3.4.3 Tổng hợp, xác định cấu tạo và tính chất phổ một số dẫn xuất 2,3-dihidro-1H-1,5-benzodizepin
3.5 Hoạt tính kháng khuẩn và chống nấm của các xeton α, β - không no và các sản phẩm chuyển hóa.
KẾT LUẬN
DANH MỤC CÁC CÔNG TRÌNH CỦA TÁC GIẢ
TÀI LIỆU THAM KHẢO
PHỤ LỤC
163 trang |
Chia sẻ: lvcdongnoi | Lượt xem: 2725 | Lượt tải: 0
Bạn đang xem trước 20 trang tài liệu Luận văn Tổng hợp và chuyển hóa một số xeton α, β - Không no chứa vòng benzopiron, để xem tài liệu hoàn chỉnh bạn click vào nút DOWNLOAD ở trên
L
/Ӡ,&$0Ĉ2$1
7{L[LQFDPÿRDQF{QJWUuQKQJKLrQFӭXQj\OjFӫDULrQJW{L&iFVӕOLӋXQrX
WURQJOXұQiQOjWUXQJWKӵFYjFKѭDÿѭӧFDLF{QJEӕWURQJEҩWFӭF{QJWUuQKQjRPj
NK{QJFyW{LWKDPJLD
+j1͡LQJj\WKiQJQăP
7iFJL̫
1JX\͍Q1J͕F7KDQK
LL
/Ӡ,&Ҧ0Ѫ1
7URQJTXiWUuQKWKӵFKLӋQÿӅWjLYjKRjQWKjQKOXұQiQW{LQKұQÿѭӧFVӵTXDQ
WkPJL~SÿӥFӫD3KzQJ6DXÿҥLKӑF%DQ&KӫQKLӋP.KRD+yDKӑF%ӝP{Q+yD
KӳXFѫ7UѭӡQJĈҥLKӑF6ѭSKҥP+j1ӝL%DQFKӫQKLӋP.KRD+yDKӑF%ӝP{Q
+yDKӳXFѫ7UѭӡQJĈ+.+71Ĉ+4*+j1ӝLFQJFiFWKҫ\F{JLiRÿӗQJQJKLӋS
KӑFYLrQFDRKӑFYjVLQKYLrQ7UѭӡQJĈ+63+j1ӝL7UѭӡQJĈ+.+71Ĉ+4*+j
1ӝLĈӗQJWKӡLW{LFNJQJQKұQÿѭӧFVӵJL~SÿӥQKLӋWWuQKFӫDWұSWKӇFiQEӝSKzQJ
FҩXWU~F1059LӋQ+yDKӑF9LӋQ.KRDKӑFYj&{QJQJKӋ9LӋW1DP7{L[LQWUkQ
WUӑQJJӱLOӡLFҧPѫQWӟLQKӳQJVӵTXDQWkPJL~SÿӥTXêEiXÿy
%̹QJW̭POzQJWUkQWU͕QJYjEL͇W˯QVkXV̷FQK̭WW{L[LQJ͵LOͥLF̫P˯Qÿ͇Q
*676.+1JX\͍Q0LQK7K̫R.KRD+yDKӑF7UѭӡQJĈ+.+71Ĉ+4*+1
3*6761JX\͍Q7K͓7KDQK3KRQJ.KRD+yDKӑF7UѭӡQJĈ+63+j1ӝL
7Kҫ\F{ÿmJLDRÿӅWjLWұQWuQKKѭӟQJGүQW{LWURQJVXӕWTXiWUuQKWKӵFKLӋQÿӅ
WjLOXұQiQ
7{L[LQFKkQWKjQKFҧPѫQVӵJL~SÿӥWҥRÿLӅXNLӋQFӫDӪ\EDQ1KkQGkQWӍQK
9ƭQK3K~FĈҧQJӫ\%DQ*LiP+LӋX.KRD7ӵQKLrQ7UѭӡQJ&DRĈҷQJ9ƭQK3K~F
WURQJVXӕW WKӡLJLDQ W{LKӑF WұSQJKLrQFӭX WҥL7UѭӡQJĈ+63+j1ӝLYj7UѭӡQJ
Ĉ+.+71Ĉ+4*+j1ӝL
7{LY{FQJELӃWѫQVӵÿӝQJYLrQJL~SÿӥYӅWLQKWKҫQYjYұWFKҩWFӫDJLDÿuQK
EҥQEqQJѭӡLW{L\rXWKѭѫQJWURQJVXӕWTXiWUuQKQJKLrQFӭXYjKRjQWKjQKOXұQiQ
7{L[LQWUkQWU͕QJF̫P˯Q
1*+,Ç1&Ӭ86,1+
1JX\ӉQ1JӑF7KDQK
LLL
'$1+0Ө&&È&.é+,ӊ8&È&&+Ӳ9,ӂ77Ҳ7
X 'DRÿӝQJKyDWUӏ
J 'DRÿӝQJELӃQGҥQJNK{QJSKҷQJ
G ĈӝFKX\ӇQGӏFKKyDKӑF
- +ҵQJVӕWѭѫQJWiFVSLQVSLQWURQJSKә+105
V 6LQJOHW
G 'RXEOHW
GG 'RXEOHWRIGRXEOHWV
WG 7ULSOHWRIGRXEOHWV
W 7ULSOHW
P 0XOWLSOHW
EU %URDGStFW
WQF 1KLӋWÿӝQyQJFKҧ\
,5 ,QIUDUHG3KәKӗQJQJRҥL
105 1XFOHDUPDJQHWLFUHVRQDQFH3KәFӝQJKѭӣQJWӯKҥWQKkQ
06 0DVVVSHFWURVFRS\3KәNKӕLOѭӧQJ
+64& +HWHURQXFOHDUVLQJOHTXDQWXPFRUUHODWLRQ
+0%& +HWHURQXFOHDUPXOWLSOHERQGFRUUHODWLRQ
7+) 7HWUDK\GURIXUDQ
'%8 'LD]DELF\FOR>@XQGHFHQH
'062 'LPHWK\OVXOIR[LGH
'0) 11'LPHWK\OIRUPDPLGH
'0)'0$ 11'LPHWK\OIRUPDPLGH'LPHWK\ODFHWDO
/L703 /LWKLXP7HWUDPHWK\OSLSHULGLQH
GED GLEHQ]\OLGHQHDFHWRQH
7,36 WULLVRSURS\OVLO\OHQROHWKHU
3+% SK\GUR[\EHQ]\O
&S=U+&O =LUFRQLXPFKORURELVKF\FORSHQWDGLHQ\OK\GUR
LY
'$1+0Ө&&È&+Î1+
+uQK6˯ÿ͛W͝QJKͫSFiFG̳Q[X̭WD[HW\OFRXPDULQWͳUHVR[LQROYjKLÿURTXLQRQ
+uQK6˯ÿ͛W͝QJKͫSFiFG̳Q[X̭WFURPRQWͳUHVR[LQROYjKLÿURTXLQRQ
+uQK3K͝K͛QJQJR̩LFͯDKͫSFK̭W;,,,
+uQK0͡WÿR̩QSK͝+105FͯDKͫSFK̭W9,,,
+uQK3K͝&105FͯD[HWRQDENK{QJQR9,,,
+uQK0͡WÿR̩QSK͝+0%&FͯD[HWRQDENK{QJQR9,,,
+uQK3K͝NK͙LO˱ͫQJFͯDKͫSFK̭W;,,,
+uQK6SKkQP̫QKFKXQJFͯDFiFKͫSFK̭W;,,,
+uQK6W̩RLRQ>0+@FͯDKͫSFK̭W,;
+uQK6SKkQP̫QKFͯDKͫSFK̭W;,,,
+uQK6SKkQP̫QKFͯDFiF[HWRQDENK{QJQRFKͱDQKyPÿLR[LPHW\OHQ
+uQK6SKkQP̫QKFͯDFiF[HWRQDENK{QJQRFKͱDYzQJIXUDQͧKͫSSK̯Q
DQÿHKLW
+uQK3K͝K͛QJQJR̩LFͯDKͫSFK̭W9,,,
+uQK3K͝+105FͯDKͫSFK̭W9,,,
+uQK3K͝&105FͯDKͫSFK̭W9,,,
+uQK0͡WÿR̩QSK͝+0%&FͯDKͫSFK̭W9,,,
+uQK0͡WÿR̩QSK͝+105FͯDKͫSFK̭W,;
+uQK3K͝&105FͯDKͫSFK̭W,;
+uQK3K͝NK͙LO˱ͫQJFͯDKͫSFK̭W;,,,
+uQK3K͝K͛QJQJR̩LFͯDKͫSFK̭W3
+uQK0͡WÿR̩QSK͝+105FͯDKͫSFK̭W3
+uQK3K͝&105FͯDKͫSFK̭W3
+uQK0͡WÿR̩QSK͝+0%&FͯDKͫSFK̭W3
+uQK3K͝/&06FͯDKͫSFK̭W3
Y
+uQK3K͝,5FͯDKͫSFK̭W$
+uQK0͡WÿR̩QSK͝+105FͯDKͫSFK̭W$
+uQK3K͝&105FͯDKͫSFK̭W$
+uQK0͡WÿR̩QSK͝+0%&FͯDKͫSFK̭W$
+uQK3K͝/&06FͯDKͫSFK̭W$
+uQK3K͝K͛QJQJR̩LFͯDKͫSFK̭W%
+uQK0͡WÿR̩QSK͝+105FͯD%
+uQK3K͝&105FͯD%
+uQK0͡WÿR̩QSK͝+0%&FͯD%
+uQK3K͝/&06FͯDKͫSFK̭W%
YL
'$1+0Ө&&È&%Ҧ1*
%̫QJ.͇WTX̫W͝QJKͫSYjSK͝K͛QJQJR̩LFͯDFiF[HWRQDENK{QJQRWͳ
P͡WV͙G̳Q[X̭WD[HW\OPHW\OFRXPDULQ
%̫QJ.͇WTX̫W͝QJKͫSYjSK͝K͛QJQJR̩LFͯDFiF[HWRQDENK{QJQRWͳ
KR̿FD[HW\OKLÿUR[LPHW\OFRXPDULQ
%̫QJ .͇W TX̫ W͝QJ KͫS Yj SK͝ ,5 FͯD FiF [HWRQDE NK{QJ QR Wͳ
PHW\ODSLURQR>
I@D[HW\OPHW\OFRXPDULQ
%̫QJ.͇WTX̫W͝QJKͫSYjSK͝K͛QJQJR̩LFͯDFiF[HWRQDENK{QJQRWͳ
PHW\OĮSLURQR>
J@D[HW\OPHW\OFRXPDULQ
%̫QJ.͇WTX̫W͝QJKͫSYjSK͝K͛QJQJR̩LFiF[HWRQDENK{QJQRWͳP͡W
V͙G̳Q[X̭WD[HW\OPHW\OFURPRQ
%̫QJ.͇WTX̫W͝QJKͫSYjSK͝K͛QJQJR̩LFͯDFiF[HWRQDENK{QJQRWͳ
PHW\ODSLURQR>
I@D[HW\OPHW\OFURPRQ
%̫QJ.͇WTX̫W͝QJKͫSYjSK͝K͛QJQJR̩LFͯDFiF[HWRQDENK{QJQRWͳ
PHW\OĮSLURQR>
J@D[HW\OPHW\OFURPRQ
%̫QJ .͇W TX̫ W͝QJ KͫS FiF [HWRQ DE NK{QJ QR Wͳ
PHW\OĮ
SLURQR>
K@D[HW\OPHW\OFURPRQ
%̫QJ'ͷOL͏XY͉W͝QJKͫSSK͝,5FPYjSK͝NK͙LO˱ͫQJFͯDP͡WV͙V̫Q
NL͋XELVDU\OLÿHQ
%̫QJ.͇WTX̫W͝QJKͫSYjSK͝K͛QJQJR̩LFPFͯDFiFWULDU\O
SLUD]ROLQ
%̫QJ.͇WTX̫ W͝QJKͫSYjSK͝K͛QJQJR̩L FPFͯDFiFDPLQR
ÿLDU\OSLULPLÿLQ
%̫QJ.͇WTX̫W͝QJKͫSYjSK͝K͛QJQJR̩LFPFͯDFiFÿLKLÿUR+
EHQ]RÿLD]HSLQ
%̫QJ7tQKL͏XSK͝+105FͯDFiF[HWRQDENK{QJQRW͝QJKͫSWͳP͡W
V͙G̳Q[X̭WD[HW\OPHW\OFRXPDULQWURQJG'062
%̫QJ7tQKL͏XSK͝+105FͯDFiF[HWRQDENK{QJQRW͝QJKͫSWͳ
KR̿FD[HW\OKLÿUR[LPHW\OFRXPDULQWURQJG'062
YLL
%̫QJ7tQKL͏XSK͝+105FͯDFiF[HWRQDENK{QJQRW͝QJKͫSWͳ
PHW\ODSLURQR>
I@D[HW\OPHW\OFRXPDULQWURQJG'062
%̫QJ7tQKL͏XSK͝+105FͯDFiF[HWRQDENK{QJQRW͝QJKͫSWͳ
PHW\ODSLURQR>
J@D[HW\OPHW\OFRXPDULQWURQJG'062
%̫QJ7tQKL͏XSK͝&105FͯDFiF[HWRQDENK{QJQRW͝QJKͫSWͳ¶
PHW\ODSLURQR>¶¶J@D[HW\OPHW\OFRXPDULQWURQJG'062
%̫QJ7tQKL͏XSK͝+105Yj&105FͯDFiF[HWRQDENK{QJQRW͝QJ
KͫSWͳP͡WV͙G̳Q[X̭WD[HW\OPHW\OFURPRQWURQJG'062
%̫QJ7tQKL͏XSK͝+105FͯDFiF[HWRQDENK{QJQRW͝QJKͫSWͳ
PHW\ODSLURQR>
I@D[HW\OPHW\OFURPRQWURQJG'062
%̫QJ7tQKL͏XSK͝+105Yj&105FͯDFiF[HWRQDENK{QJQRW͝QJ
KͫSWͳ
PHW\ODSLURQR>
J@D[HW\OPHW\OFURPRQWURQJG'062
%̫QJ7tQKL͏XSK͝+105Yj&105FͯDFiF[HWRQDENK{QJQRW͝QJ
KͫSWͳ
PHW\ODSLURQR>
K@D[HW\OPHW\OFURPRQWURQJG'062
%̫QJ6͙OL͏XY͉SK͝NK͙LO˱ͫQJFͯDP͡WV͙[HWRQDENK{QJQRW͝QJKͫS
WͳP͡WV͙G̳Q[X̭WD[HW\OPHW\OFRXPDULQ
%̫QJ6͙OL͏XY͉SK͝NK͙LO˱ͫQJFͯDP͡WV͙[HWRQDENK{QJQRW͝QJKͫS
Wͳ
PHW\ODSLURQR>
I@D[HW\OPHW\OFRXPDULQ
%̫QJ6͙OL͏XY͉SK͝NK͙LO˱ͫQJFͯDP͡WV͙[HWRQDENK{QJQRW͝QJKͫS
Wͳ
PHW\ODSLURQR>
J@D[HW\OPHW\OFRXPDULQ
%̫QJ6͙OL͏XY͉SK͝NK͙LO˱ͫQJFͯDP͡WV͙[HWRQDENK{QJQRW͝QJKͫS
WͳP͡WV͙G̳Q[X̭WD[HW\OPHW\OFURPRQ
%̫QJ6͙OL͏XY͉SK͝NK͙LO˱ͫQJFͯDP͡WV͙[HWRQDENK{QJQRW͝QJKͫS
Wͳ
PHW\ODSLURQR>
IJK@D[HW\OPHW\OFURPRQ
%̫QJ 'ͷ OL͏X Y͉ SK͝ 105 FͯD FͯD P͡W V͙ KͫS FK̭W NL͋X
ÿLKLÿUREHQ]RIXUDQ
%̫QJ'ͷOL͏XY͉SK͝105FͯDP͡WV͙V̫QSḴPNL͋XELVDU\OLÿHQ
YLLL
%̫QJĈ͡FKX\͋QG͓FKKyDK͕FFͯDFiFSURWRQWURQJSK͝+105FͯDP͡W
V͙WULDU\OSLUD]ROLQ
%̫QJĈ͡FKX\͋QG͓FKKyDK͕FFͯDFDFERQWURQJSK͝&105FͯDP͡WV͙
WULDU\OSLUD]ROLQWURQJG'062
%̫QJ6͙NK͙LYjF˱ͥQJÿ͡W˱˯QJÿ͙LFͯDFiFLRQP̫QKWUrQSK͝06FͯD
P͡WV͙G̳Q[X̭WWULDU\OSLUD]ROLQ
%̫QJĈ͡FKX\͋QG͓FKKyDK͕FFͯDFiFSURWRQWUrQSK͝+105FͯDP͡W
V͙DPLQRÿLDU\OSLULPLÿLQWURQJG'062
%̫QJĈ͡FKX\͋QG͓FKKyDK͕FFͯDFDFERQWURQJSK͝&105FͯDP͡WV͙
DPLQRÿLDU\OSLULPLÿLQWURQJG'062
%̫QJ6͙NK͙LYjF˱ͥQJÿ͡W˱˯QJÿ͙LFͯDFiFLRQP̫QKWUrQSK͝06FͯD
FiFDPLQRSLULPLÿLQ
%̫QJ7tQKL͏XSK͝+105FͯDP͡WV͙EHQ]RÿLD]HSLQ WURQJG'062
%̫QJĈ͡FKX\͋QG͓FKKyDK͕FFͯDFDFERQWURQJSK͝&105FͯDP͡WV͙
EHQ]RÿLD]HSLQWURQJG'062
%̫QJ6͙NK͙LYjF˱ͥQJÿ͡W˱˯QJÿ͙LFͯDFiFLRQP̫QKWUrQSK͝06FͯD
P͡WV͙ÿLKLÿUR+EHQ]RÿLD]HSLQ
%̫QJ.͇WTX̫WK͵KR̩WWtQKVLQKK͕FFͯDFiF[HWRQDENK{QJQR
%̫QJ .͇W TX̫ WK͵ KR̩W WtQK VLQK K͕F FͯD FiF SLUD]ROLQ
DPLQRSLULPLÿLQYjEHQ]RÿLD]HSLQ
L[
0Ө&/Ө&
7UDQJSKөEuD
/ӡLFDPÿRDQ
/ӡLFҧPѫQ
'DQKPөFFiFNêKLӋXFKӳFiLYLӃWWҳW
'DQKPөFFiFKuQK
'DQKPөFFiFEҧQJ
0ӢĈҪ8«««««««««««««««««««««««««««««
&KѭѫQJ
7Ә1*48$1
9ӄ&È&+Ӧ3&+Ҩ7&+Ӭ$9Ñ1*&280$5,1
*LӟLWKLӋXVѫOѭӧFYӅFRXPDULQ
&iFSKѭѫQJSKiSWәQJKӧSYzQJFRXPDULQ
9ӄ&È&+Ӧ3&+Ҩ7&+Ӭ$9Ñ1*&52021
*LӟLWKLӋXVѫOѭӧFYӅYzQJFURPRQ
&iFSKѭѫQJSKiSWәQJKӧSYzQJFURPRQ
9ӄ&È&;(721Įȕ.+Ð1*129¬&È&6Ҧ13+Ҭ0&+8<ӆ1+Ï$
&iFSKѭѫQJSKiSWәQJKӧS[HWRQDENK{QJQR
&iFSKҧQӭQJFKX\ӇQKyDFӫD[HWRQDENK{QJQR
7tQKFKҩWSKәFӫD[HWRQDENK{QJQRWULDU\OSLUD]ROLQ
DPLQRÿLDU\OSLULPLÿLQYjÿLKLÿUR+EHQ]RÿLD]HSLQ
+RҥWWtQKVLQKKӑFFӫD[HWRQDENK{QJQRYjFiFVҧQSKҭPFKX\ӇQKyD
&KѭѫQJ
7+Ӵ&1*+,ӊ0
;È&Ĉӎ1+&È&7Ë1+&+Ҩ79Ұ7/Ë
7+Ă0'Ñ+2Ҥ77Ë1+6,1++Ӑ&
7Ә1*+Ӧ3&È&&+Ҩ7ĈҪ8$;(7</%(1=23,521
[
7әQJKӧSFiFFKҩWÿҫXD[HW\OFRXPDULQ
7͝QJKͫSÿLKLÿUR[LD[HWRSKHQRQ
7͝QJKͫSKLÿUR[LPHWR[LD[HWRSKHQRQ
7͝QJKͫSKLÿUR[LPHW\OFRXPDULQ
7͝QJKͫSD[HWR[LPHW\OFRXPDULQ
7͝QJKͫSKLÿURTXLQRQÿLD[HWDW
7͝QJKͫSKLÿUR[LPHWR[LD[HWRSKHQRQ
7͝QJKͫSD[HW\OPHWR[LPHW\OFRXPDULQ,
7͝QJKͫSD[HW\OPHWR[LPHW\OFRXPDULQ,,
7͝QJKͫSD[HW\OKLÿUR[LPHW\OFRXPDULQ,,,
7͝QJKͫSD[HW\OKLÿUR[LPHW\OFRXPDULQ,9
7͝QJKͫSD[HW\OKLÿUR[LPHW\OFRXPDULQ9
7͝QJKͫSD[HW\OKLÿUR[LPHW\OFRXPDULQ9,
7͝QJKͫS
PHW\ODSLURQR>
I@D[HW\OPHW\OFRXPDULQ
9,,
7͝QJKͫS
PHW\OĮSLURQR>
J@D[HW\OPHW\OFRXPDULQ
9,,,
7әQJKӧSFiFFKҩWÿҫXD[HW\OFURPRQ
7͝QJKͫSD[HW\OPHWR[LPHW\OFURPRQ,;
7͝QJKͫSD[HW\OKLÿUR[LPHW\OFURPRQ;
7͝QJKͫSD[HW\OPHWR[LPHW\OFURPRQ;,
7͝QJKͫS
PHW\ODSLURQR>
I@D[HW\OPHW\OFURPRQ;,,
7͝QJKͫS
PHW\OĮSLURQR>
J@D[HW\OPHW\OFURPRQ;,,,
7͝QJKͫS
PHW\OĮSLURQR>
K@D[HW\OPHW\OFURPRQ;,9
7Ә1* +Ӧ3 ;(721 DE .+Ð1* 12 7Ӯ &È&
$;(7</%(1=23,521
[L
7әQJKӧSFiF[HWRQDENK{QJQRWӯD[HW\OFRXPDULQ
7͝QJKͫS[HWRQDENK{QJQRWͳD[HW\OPHWR[LPHW\OFRXPDULQ
,
7͝QJKͫS[HWRQDENK{QJQRWͳD[HW\OPHWR[LPHW\OFRXPDULQ
,,
7͝QJKͫS[HWRQDENK{QJQRWͳD[HW\OKLÿUR[LPHW\OFRXPDULQ
,,,
7͝QJKͫS[HWRQDENK{QJQRWͳD[HW\OKLÿUR[LPHW\OFRXPDULQ
9
7͝QJKͫS[HWRQDENK{QJQRWͳD[HW\OKLÿUR[LPHW\OFRXPDULQ
9,
7͝QJKͫS[HWRQDENK{QJQRWͳ
PHW\ODSLURQR>
I@D[HW\O
PHW\OFRXPDULQ9,,
7͝QJKͫS[HWRQDENK{QJQRWͳ
PHW\OĮSLURQR>
J@D[HW\O
PHW\OFRXPDULQ9,,,
7әQJKӧSFiF[HWRQDENK{QJQRWӯD[HW\OFURPRQ
7͝QJKͫS[HWRQDENK{QJQRWͳD[HW\OPHWR[LPHW\OFURPRQ
,;
7͝QJKͫS[HWRQDENK{QJQRWͳD[HW\OKLÿUR[LPHW\OFURPRQ
;
7͝QJKͫS[HWRQDENK{QJQRWͳD[HW\OPHWR[LPHW\OFURPRQ
;,
7͝QJKͫS[HWRQDENK{QJQRWͳ
PHW\ODSLURQR>
I@D[HW\O
PHW\OFURPRQ;,,
7͝QJKͫS[HWRQDENK{QJQRWͳ
PHW\OĮSLURQR>
J@D[HW\O
PHW\OFURPRQ;,,,
7͝QJKͫS[HWRQDENK{QJQRWͳ
PHW\OĮSLURQR>
K@D[HW\O
PHW\OFURPRQ;,9
[LL
7Ә1*+Ӧ30Ӝ76Ӕ6Ҧ13+Ҭ0.,ӆ8Ĉ,+,Ĉ52%(1=2)85$1
9¬%,6$5</,Ĉ(17Ӯ&È&&+Ҩ7ĈҪ8$;(7</%(1=23,521
7әQJKӧSVҧQSKҭPNLӇXÿLKLÿUREHQ]RIXUDQ
7әQJKӧSVҧQSKҭPNLӇXELVDU\OLÿHQ
7Ә1*+Ӧ30Ӝ76Ӕ+Ӧ3&+Ҩ7'ӎ9Ñ1*&+Ӭ$1,7Ѫ
7әQJKӧSFiFGүQ[XҩWWULDU\OSLUD]ROLQ
7͝QJ KͫS WULDU\OSLUD]ROLQ Gm\ D[HW\OKLÿUR[L
PHW\OFRXPDULQ
7͝QJ KͫS WULDU\OSLUD]ROLQ Gm\ D[HW\OKLÿUR[L
PHW\OFRXPDULQ
7әQJKӧSFiFGүQ[XҩWDPLQRÿLDU\OSLULPLÿLQ
7͝QJ KͫS DPLQRÿLDU\OSLULPLÿLQ Gm\ D[HW\OKLÿUR[L
PHW\OFRXPDULQ
7͝QJ KͫS DPLQRÿLDU\OSLULPLÿLQ Gm\ D[HW\OKLÿUR[L
PHW\OFRXPDULQ
7әQJKӧSFiFGүQ[XҩWÿLKLÿUREHQ]RÿLD]HSLQ
7͝QJ KͫS ÿLKLÿUREHQ]RÿLD]HSLQ Gm\ D[HW\OKLÿUR[L
PHW\OFRXPDULQ
7͝QJ KͫS ÿLKLÿUREHQ]RÿLD]HSLQ Gm\ D[HW\OKLÿUR[L
PHW\OFRXPDULQ
&K˱˯QJ
.ӂ748Ҧ9¬%¬1/8Ұ1
7Ә1* +Ӧ3 9¬ ;È& Ĉӎ1+ &Ҩ8 7Ҥ2 &È& &+Ҩ7 ĈҪ8
$;(7</%(1=23,521«««
7әQJKӧSYj[iFÿӏQKFҩXWҥRFiFFKҩWÿҫXD[HW\OFRXPDULQ
7͝QJKͫSD[HW\OPHWR[LPHW\OFRXPDULQ,
7͝QJKͫSD[HW\OPHWR[LPHW\OFRXPDULQ,,
7͝QJKͫSD[HW\OKLÿUR[LPHW\OFRXPDULQ,,,
7͝QJKͫSD[HW\OKLÿUR[LPHW\OFRXPDULQ,9
[LLL
7͝QJKͫSD[HW\OKLÿUR[LPHW\OFRXPDULQ9
7͝QJKͫSD[HW\OKLÿUR[LPHW\OFRXPDULQ9,
7͝QJKͫS
PHW\ODSLURQR>
I@D[HW\OPHW\OFRXPDULQ9,,
7͝QJKͫS
PHW\OĮSLURQR>
J@D[HW\OPHW\OFRXPDULQ
9,,,
7әQJKӧSYj[iFÿӏQKFҩXWҥRFiFFKҩWÿҫXD[HW\OFURPRQ
7͝QJKͫSD[HW\OPHWR[LPHW\OFURPRQ,;
7͝QJKͫSD[HW\OKLÿUR[LPHW\OFURPRQ;
7͝QJKͫSD[HW\OPHWR[LPHW\OFURPRQ;,
7͝QJKͫS
PHW\ODSLURQR>
I@D[HW\OPHW\OFURPRQ;,,
7͝QJKͫS
PHW\OĮSLURQR>
J@D[HW\OPHW\OFURPRQ;,,,
7͝QJKͫS
PHW\OĮSLURQR>
K@D[HW\OPHW\OFURPRQ;,9
7Ә1*+Ӧ3;È&Ĉӎ1+&Ҩ87Ҥ29¬7Ë1+&+Ҩ73+Ә&Ӫ$&È&
;(721DE.+Ð1*12
.͇WTX̫W͝QJKͫSFiF[HWRQDENK{QJQR
3K͝K͛QJQJR̩LFͯDFiF[HWRQDENK{QJQR
3K͝F͡QJK˱ͧQJWͳK̩WQKkQFͯDFiF[HWRQDENK{QJQR
3K͝NK͙LO˱ͫQJFͯDFiF[HWRQDENK{QJQR
7Ә1*+Ӧ3;È&Ĉӎ1+&Ҩ87Ҥ20Ӝ7 6Ӕ 6Ҧ1 3+Ҭ0.,ӆ8
Ĉ,+,Ĉ52%(1=2)85$1 9¬ %,6$5</,Ĉ(1 &+Ӭ$ 9Ñ1*
%(1=23,521
7͝QJKͫSYj[iFÿ͓QKF̭XW̩RFiFV̫QSḴPNL͋XÿLKLÿUREHQ]RIXUDQ
7͝QJKͫSYj[iFÿ͓QKF̭XW̩RFiFV̫QSḴPNL͋XELVDU\OLÿHQ
7Ә1*+Ӧ3 ;È& Ĉӎ1+&Ҩ8 7Ҥ29¬ 7Ë1+&+Ҩ7 3+Ә0Ӝ7 6Ӕ
+Ӧ3&+Ҩ7'ӎ9Ñ1*&+Ӭ$1,7Ѫ
[LY
7әQJ KӧS [iF ÿӏQK FҩX WҥR Yj WtQK FKҩW SKә PӝW Vӕ GүQ [XҩW
WULDU\OSLUD]ROLQ
.͇WTX̫W͝QJKͫSFiFG̳Q[X̭WWULDU\OSLUD]ROLQ
3K͝K͛QJQJR̩LFͯDFiFG̳Q[X̭WWULDU\OSLUD]ROLQ
3K͝105FͯDFiFG̳Q[X̭WWULDU\OSLUD]ROLQ
3K͝NK͙LO˱ͫQJFͯDFiFWULDU\OSLUD]ROLQ
7әQJKӧS[iFÿӏQKFҩXWҥRYjWtQKFKҩWSKәFӫDFiFGүQ[XҩWDPLQR
ÿLDU\OSLULPLÿLQ
.͇WTX̫W͝QJKͫSFiFG̳Q[X̭WDPLQRÿLDU\OSLULPLÿLQ
3K͝K͛QJQJR̩LFͯDFiFG̳Q[X̭WDPLQRÿLDU\OSLULPLÿLQ
3K͝105FͯDDPLQRÿLDU\OSLULPLÿLQ
3K͝NK͙LO˱ͫQJFͯDFiFDPLQRÿLDU\OSLULPLÿLQ
7әQJKӧS [iFÿӏQKFҩX WҥRYj WtQKFKҩW SKәFiFGүQ[XҩWÿLKLÿUR
+EHQ]RÿL]HSLQ
.͇WTX̫W͝QJKͫSFiFG̳Q[X̭WÿLKLÿUR+EHQ]RÿLD]HSLQ
3K͝K͛QJQJR̩LFͯDFiFG̳Q[X̭WÿLKLÿUR+EHQ]RÿLD]HSLQ
3K͝105FͯDFiFG̳Q[X̭WÿLKLÿUR+EHQ]RÿLD]HSLQ
3K͝NK͙LO˱ͫQJFͯDFiFÿLKLÿUR+EHQ]RÿLD]HSLQ
+2Ҥ77Ë1+.+È1*.+8Ҭ19¬&+Ӕ1*1Ҩ0&Ӫ$&È&;(721
DE.+Ð1*129¬&È&6Ҧ13+Ҭ0&+8<ӆ1+Ï$
+R̩WWtQKVLQKK͕FFͯDFiF[HWRQDENK{QJQR
+R̩WWtQKVLQKK͕FFͯDSLUD]ROLQDPLPRSLULPLÿLQYjEHQ]RÿLD]HSLQ
.ӂ7/8Ұ1
'$1+0Ө&&È&&Ð1*75Î1+&Ӫ$7È&*,Ҧ
7¬,/,ӊ87+$0.+Ҧ2
3+Ө/Ө&
0ӢĈҪ8
&RXPDULQYjFURPRQJӑLFKXQJOjEHQ]RSLURQFQJFiFGүQ[XҩWFӫDFK~QJÿm
ÿѭӧFSKiWKLӋQYjWәQJKӧSWӯNKiVӟPYӟLQKLӅXӭQJGөQJUӝQJUmL&K~QJOjFiF
KӧSFKҩWNKiKRҥWÿӝQJ WKtFKQJKLFKRQKLӅXTXi WUuQK WәQJKӧS WӗQ WҥL WURQJ Wӵ
QKLrQӣGҥQJÿӝFOұSKD\OLrQNӃWYӟLFiFKӧSFKҩWNKiF&RXPDULQFyQKLӅXWURQJ
Fk\ÿұX7RQNDFk\&ҧLKѭѫQJ&ӓQJӑW&DPWKҧRTXҧ'kXWk\TXҧ0ѫTXҧ$QK
ÿjR WURQJ WKkQ Fk\ 4XӃ Yj Fӫ 1JKӋ YjQJ GѭӟL GҥQJ FiF GүQ [XҩW QKѭ
XPEHOOLIHURQH KLÿUR[LFRXPDULQ DHVFXOHWLQ ÿLKLÿUR[LPHW\OFRXPDULQ
KHUQLDULQPHWR[LFRXPDULQ>@6ӵFyPһWFӫDFRXPDULQWURQJWKӵF
YұWFyWiFGөQJFKӕQJVkXEӋQKFKRFk\&RXPDULQNӃWKӧSYӟLÿѭӡQJJOXFR]ѫWҥR
UDFiFFRXPDULQJO\FR]LWFyWiFGөQJFKӕQJQҩPFKӕQJNKӕLXFKӕQJÿ{QJPiX
FKӕQJYLUXV+,9>@&K~QJFNJQJÿѭӧFVӱGөQJQKLӅXOjPWKXӕFFKӳDUăQJ
PLӋQJ ZDIDQLQ KD\ WKXӕF JLmQ ÿӝQJPҥFK YjQK FKӕQJ FR WKҳW XPEHOOLIHURQH
>@1KLӅXGүQ[XҩWFURPRQOjFiFFKҩWPjXWKӵFYұWWҥRUDPjXVҳFFӫDFiFORҥL
KRDTXҧ>@.KHQOLQFy WURQJKӑFk\KRD7iQFy WiFGөQJJLmQPҥFK WUӧ WLP
ÿһFELӋWFURPRQFzQFyPһWWURQJFiFYLWDPLQQKѭ7RNRIHUROYLWDPLQ(KD\GѭӟL
GҥQJJOXFR]LWQKѭ4XH[HWLQ>@+ӑGүQ[XҩWTXDQWUӑQJQKҩWFӫDFURPRQOj
IODYRQRLWFy WURQJQKLӅX ORҥLFk\FyFiF WiFGөQJTXDQ WUӑQJQKѭFKӕQJR[LKRi
FKӕQJFKҩWÿӝFFӫDFk\ӭFFKӃNtFKWKtFKVLQKWUѭӣQJWҥRPjXVҳFYjEҧRYӋFk\
7URQJ\KӑFFK~QJFyWiFGөQJNKiQJNKXҭQFKӕQJNKӕLXQkQJFDRWtQKEӅQFӫD
WKjQKPҥFKPiXWLrXELӇXOj5XWLQFyWURQJFk\KRD+zHWKXӝFYLWDPLQ3>@
;HWRQDENK{QJQROjQKӳQJKӧSFKҩWFyQKӳQJKRҥWWtQKVLQKKӑFÿiQJFK~ê
QKѭNKiQJNKXҭQFKӕQJQҩPFKӕQJODRFKӕQJXQJWKѭGLӋWFӓGҥLYjWUӯVkX>
@0һWNKiFWURQJSKkQWӱFzQFKӭDQKLӅXWUXQJWkPSKҧQӭQJYӟLKӋOLrQKӧS
FӫDQӕLÿ{LYLQ\OYjQKyPFDFERQ\O[HWRQQrQQyFyNKҧQăQJWKDPJLDQKLӅXSKҧQ
ӭQJ FKX\ӇQ WKjQK QKLӅX ORҥL KӧS FKҩW KӳX Fѫ NKiF QKѭ SL]D]ROLQ LVR[D]ROLQ
SLULPLÿLQIODYRQEHQ]RÿLD]HSLQ>@
6ӵ[k\GӵQJFiFKӧSFKҩWÿDGӏYzQJPӟLGӵDWUrQVӵNӃWKӧSFiFGӏYzQJULrQJ
ELӋW Fy KRҥW WtQK VLQK KӑF QKѭ FRXPDULQ FURPRQ SLUD]ROLQ SLULPLÿLQ
EHQ]RÿLD]HSLQLQÿROIXUDQFQJFiFQKyPWKӃÿһFWUѭQJFyWKӇGүQWӟLNKҧQăQJ
WăQJYjÿDGҥQJKyDKRҥWWtQKVLQKKӑFKRһFWҥRQKLӅXKӧSFKҩWFyWtQKFKҩWPӟLWK~
YӏYjÿiQJOѭXêKѫQ
ĈmFyQKLӅXF{QJWUuQKQJKLrQFӭXYӅWәQJKӧSFKX\ӇQKyDYjӭQJGөQJFӫD
FiFKӧSFKҩWFKӭDNKXQJFRXPDULQFURPRQWURQJQKLӅXOƭQKYӵFNKiFQKDXFӫDÿӡL
VӕQJÿѭӧFF{QJEӕ7X\QKLrQYҩQÿӅ[HWRQDENK{QJQRFKӭDNKXQJFRXPDULQ
FURPRQFzQUҩWtWÿѭӧFÿӅFұSÿӃQWURQJFiFWjLOLӋXWKDPNKҧRÿһFELӋWOjFiFVҧQ
SKҭPFKX\ӇQKyDFӫDFK~QJĈӅ WjL7͝QJKͫSYjFKX\͋QKyDP͡WV͙[HWRQDE
NK{QJQRFKͱDYzQJEHQ]RSLURQJySSKҫQOjPSKRQJSK~WKrPFiFSKѭѫQJSKiS
WәQJKӧSFҩXWU~FWtQKFKҩWSKәYjKRҥWWtQKVLQKKӑFFӫDFiFKӧSFKҩWFKӭDNKXQJ
FRXPDULQFURPRQ7K{QJTXDÿӅWjLFK~QJW{LFXQJFҩSQKӳQJVӕOLӋXYӅWtQKFKҩW
YұW Ot FiF Gӳ OLӋX SKә Yj YӅ KRҥW WtQK VLQK KӑF FӫD FiF KӧS FKҩW FKӭD NKXQJ
FRXPDULQFURPRQWKӇKLӋQӣNKҧQăQJNKiQJNKXҭQFKӕQJQҩPFӫDFK~QJ
9uYұ\ÿӅ WjL OXұQ iQ FӫD FK~QJ W{L QKҵPPөFÿtFK WәQJKӧSYj FKX\ӇQKyD
PӝWVӕ[HWRQDENK{QJQRÿLWӯFiFGүQ[XҩWD[HW\OFӫDYzQJFRXPDULQYjYzQJ
FURPRQ[iFÿӏQKFҩXWҥRYjKRҥWWtQKVLQKKӑFFӫDFiFKӧSFKҩWPӟLWәQJKӧSÿѭӧF
1JRjLFiFSKҫQ0ӣÿҫX.ӃWOXұQ7jLOLӋXWKDPNKҧRYj3KөOөFOXұQiQÿѭӧF
FKLDOjPFKѭѫQJ
&K˱˯QJ7͝QJTXDQ
&K˱˯QJ7KFQJKL͏P
&K˱˯QJ.͇WTX̫YjEjQOX̵Q
&KѭѫQJ
7Ә1*48$1
9ӄ&È&+Ӧ3&+Ҩ7&+Ӭ$9Ñ1*&280$5,1
*LӟLWKLӋXVѫOѭӧFYӅFRXPDULQ
7rQJӑL,83$&+&URPHQRQWrQNKiF%HQ]RSLURQ
+%HQ]RSLUDQRQĮ%HQ]RSLURQ
7tQKFKҩWYұWOê&KҩWUҳQWQF& &WV &
WDQWӕWWURQJHWDQROÿLHW\OHWHFORURIRP
2 2
&RXPDULQÿѭӧFWuPWKҩ\WURQJQKLӅXORjLWKӵFYұWÿiQJFK~êӣQӗQJÿӝFDR
WURQJÿұX7RQND'LSWHU\[RGRUDWDFӓ9DQLOOD $QWKR[DQWKXPRGRUDWXPFӓ;D
ÿLӋS *DOLXP RGRUDWXP Fӓ 1JӑW +LHURFKORH RGRUDWD Fk\ 7KXӕF Oi WURQJ Fӫ
1JKӋ YjQJ&RXPDULQ FyPLKѭѫQJQJӑWQJjR Yj ÿmÿѭӧF VӱGөQJ WURQJQѭӟF
KRDWӯQăP
&RXPDULQNK{QJFy WtQKNKiQJÿ{QJPiX WX\QKLrQQyÿѭӧFVӱGөQJ WURQJ
QJjQKF{QJQJKLӋSGѭӧFSKҭPOjPӝWWLӅQFKҩWÿӇWәQJKӧSPӝWVӕGѭӧFSKҭPQKѭ
WKXӕFNKiQJÿ{QJPiXÿLFXPDUROWKXӕFNKiQJÿ{QJPiXWӵQKLrQFӫDPӝWVӕORjL
QҩPKD\ZDUIDULQWK{QJTXDWәQJKӧSKLÿUR[LFRXPDULQ>@
&iFSKѭѫQJSKiSWәQJKӧSYzQJFRXPDULQ
7͝QJKͫSFRXPDULQWKHRSK˱˯QJSKiS3HUNLQ
&RXPDULQ OҫQ ÿҫX WLrQ ÿѭӧF WәQJ KӧS YjR QăP EӣL FKtQK 3HUNLQ >
@7әQJKӧS3HUNLQGӵDYjRSKҧQӭQJFӫDGүQ[XҩWDQÿHKLWVDOL[\OLFYjDQKLÿULW
D[HWLFKRһFD[\OKDORJHQXDYӟL[~FWiFQDWULD[HWDWKRһF(W1>@
&+2
2+
&+&22
&+2
2
&+&221D
2
+
2 2
2+
+
2 2
+2&+&22
7͝QJKͫSFRXPDULQWKHRSK˱˯QJSKiS.QRHYHQDJHO
1KӳQJQăPÿҫXFӫD WKӃ Nӹ;;SKҧQ ӭQJQJѭQJ Wө.QRHYHQDJHO Oj SKѭѫQJ
SKiSTXDQWUӑQJÿӇWәQJKӧSYzQJFRXPDULQFyQKyPWKӃӣYӏWUtVӕ>@
3KҧQӭQJQj\GӵD WUrQ Vӵ WѭѫQJ WiF FӫD FiF KӧSFKҩWKLÿUR[LDU\O DQÿHKLW Yj KӧS
FKҩWFyQKyPPHW\OHQKRҥWÿӝQJWURQJEÿLFDFERQ\O>@
&+2
2+
2 2
2&+
2&+
2
2
SLSHULLQD[HWDW
&+2+WR&
&22&+
+
3KҧQӭQJQJѭQJWө.QRHYHQDJHOGѭӟLWiFGөQJFӫDVyQJÿLӋQWӯFiFGүQ[XҩW
DQÿHKLWVDOL[\OLFYjHW\OFDFER[\ODWYӟL[~F WiF OjSLSHULÿLQFKRKLӋXVXҩWNKiFDR
YjWKӡLJLDQSKҧQӭQJQJҳQSK~W>@
SLSHULLQ
&+2
2+
5
5 &22(W
5
2 2
5
5
5
2+
&+2
&22(W
5
2
5
2
SLSHULLQ
1JRjLYLӋFVӱGөQJ[~F WiF OjFiFED]ѫ\ӃXQKѭSLSHULÿLQ«WURQJSKҧQӭQJ
.QRHYHQDJHO QJj\ QD\QJѭӡL WD FzQ VӱGөQJFKҩW OӓQJ LRQ ,RQLF OLTXLG YӯD Oj
FKҩW[~FWiFYӯDOjGXQJP{LѬXÿLӇPFӫDFKҩWOӓQJLRQOjQyNK{QJJk\ÿӝFKҥL
ÿӃQP{LWUѭӡQJYjFyWKӇWiLVӱGөQJQKLӅXOҫQ>@
9tGөÿLӇQKuQKWURQJYLӋFVӱGөQJ[~FWiFYjGXQJP{LOjFKҩWOӓQJLRQÿyOj
GQJ 70*7 111¶1¶WHWUDPHW\OJXDQLÿLQ WULIORD[HWDW WURQJ SKҧQ ӭQJ
WәQJKӧSD[LWFRXPDULQFDFER[\OLF>@WKHRVѫÿӗVDX
&+2
2+
;
&+2
2+ 2 2
5
;
2 2
5
2 2
&2+
;
2 2
&2+
70*70:
5 5
2 2
22
; +20H5 &20H&2(W
KRF
KRF
KRF
7͝QJKͫSFRXPDULQWKHRSK˱˯QJSKiS:LWWLJ>@
3KҧQ ӭQJ :LWWLJ GӵD WUrQ Vӵ WѭѫQJ WiF FӫD DQÿHKLW VDOL[\OLF YӟL
FDFERHWR[LPHW\OHQWULSKHQ\OSKRWSKRUDQ SKҧQ ӭQJ WKѭӡQJ Vӱ GөQJ GXQJ P{L
ÿLSKHQ\OHWHYjGQJ[~FWiFOjED]ѫPҥQKQKѭ&+21D«+LӋXVXҩWSKҧQӭQJÿҥW
>@
&+
2+
2
3K3 &+&22(W
&+
2+
2
+&
&22(W
33K
2
2(W
2
+
2 2
3K3 2
&{QJ WUuQK>@ÿmVӱGөQJÿLSUHQ\OR[LEHQ]DQÿHKLW YjFiFSKRVSKRUDQÿӇ
WәQJ KӧS WRjQ SKҫQ JUDYHOOLIHURQ EDOVDPLIHURQ Yj ÿLSUHQ\OXPEHOOLIHURQ Oj
QKӳQJFKҩWFKӭDYzQJFRXPDULQWURQJWӵQKLrQFyGѭӧFWtQKFDR*LDLÿRҥQÿҫXFӫD
SKҧQӭQJGLӉQUDJLӕQJYӟLSKҧQӭQJNLӇX:LWWLJӣJLDLÿRҥQVDX[ҭ\UDFKX\ӇQYӏ
NpSNLӇX&ODLVHQ&RSH
22
&+2
3K3 &+&22(W
22
&+ &22(W
2+2
&+ &22(W
2 2 2 +2 2 2
*UDYHOOLIHURQ
W&
+2 2 2
%DOVDPLIHURQ
2 2
+2
LSUHQ\OXPEHOOLIHURQ
7͝QJKͫSFRXPDULQWKHRSK˱˯QJSKiS5HIRUPDWVN\
3KҧQӭQJ5HIRUPDWVN\GӵDWUrQVӵWѭѫQJWiFFӫDPӝWĮKDORJHQHVWHYӟLNLP
ORҥL NӁP KӧS FKҩW Fѫ NӁP VLQK UD SKҧQ ӭQJ WLӃS WKHR YӟL GүQ [XҩW FӫD DQÿHKLW
VDOL[\OLFQKұQÿѭӧFȕKLÿUR[LHVWHVDXÿyȕKLÿUR[LHVWHQj\YzQJKyDQӝLSKkQWӱ
YjWiFKQѭӟFQKұQÿѭӧFGүQ[XҩWFRXPDULQ3KҧQӭQJWKѭӡQJÿѭӧFWKӵFKLӋQWURQJ
GXQJP{LÿLHW\OHWH7+)KRһFWROXHQNKDQ>@6ѫÿӗP{WҧSKҧQӭQJQKѭVDX
2
+
2+
%U 2
20H
2+
2
20H2+
=QWROXHQ(W2
+2 2 2
+2
7͝QJKͫSFRXPDULQWKHRSK˱˯QJSKiS3HFKPDQQ
7URQJ Vӕ QKӳQJ SKѭѫQJ SKiS WәQJ KӧS YzQJ FRXPDULQ NӇ WUrQ SKҧQ ӭQJ
3HFKPDQQ OjSKѭѫQJSKiSSKәELӃQQKҩWEӣLQJX\rQ OLӋXGQJFKRSKҧQӭQJQj\
ÿѫQJLҧQYjSKҧQӭQJOҥLFKRKLӋXVXҩWWӕW>@3KѭѫQJSKiS3HFKPDQQWәQJKӧS
GүQ [XҩW FRXPDULQ ÿL Wӯ FiF SKHQRO Yj D[LW FDFER[\OLF KRһF HVWH FKӭD QKyP ȕ
FDFERQ\OYӟL[~FWiFFKRSKҧQӭQJOjD[LW+62ÿһFKRһFD[LW/HZLV$O&O%L&O
ÿӇQKұQÿѭӧFFiFGүQ[XҩWFRXPDULQWKӃӣYӏWUtVӕ3KҧQӭQJFyWKӇÿѭӧFP{Wҧ
EӣLVѫÿӗVDX>@
2+
2
&+
2
$O&O3K12
R&
2
2(W2
2 2
2
$O&O
2 2
+
2
$O&O
+
$O&O
2+
3KҧQӭQJORҥLQj\[ҧ\UDWURQJFiFÿLӅXNLӋQUҩWNKiFQKDXWXǤWKXӝFYjRFҩX
WҥRFӫDSKHQROYjORҥL[~FWiF9ӟLSKHQROÿѫQJLҧQÿLӅXNLӋQSKҧQӭQJNKҳFQJKLӋW
QKѭQJSKҧQӭQJYүQFKRKLӋXVXҩW WӕW >@ĈӕLYӟLSKHQROFyNKҧQăQJSKҧQ
ӭQJFDRQKѭUHVR[LQROSKҧQӭQJWLӃQKjQKӣÿLӅXNLӋQNKirPGӏXPjYүQÿҥWKLӋX
VXҩWFDR
2+
2+
&+&2&+&22&+
2
&+
2+2
+62
2&K
&+2+
ĈӕLYӟLGүQ[XҩWFRXPDULQNKiFSKѭѫQJSKiSQj\ÿzLKӓLYLӋFVӱGөQJFiF
D[LWIRUP\OD[HWLFKRһFHVWHĈk\OjQKӳQJKӧSFKҩWNK{QJEӅQYjNK{QJFyVҹQWUrQ
WKӏWUѭӡQJQKѭQJD[LWQj\FyWKӇÿѭӧFVLQKUDQJD\WURQJSKҧQӭQJQӃXVӱGөQJD[LW
PDOLF Yj D[LW VXQIXULF ӣ WUrQ & 1JD\ VDX NKL ÿѭӧF VLQK UD FiF D[LW
IRUP\OD[HWLF WKӵF KLӋQ YLӋF QJѭQJ Wө 3HFKPDQQ 7URQJ Yt Gө ÿLӇQ KuQK
XPEHOOLIHURQHÿѭӧF WәQJKӧSEҵQJFiFKQKѭ WKӃPһFGKLӋX VXҩW FӫDSKҧQӭQJ
WKҩS
+2
&22+
2+2
+62R&
&2+2
2
2+2
2++2
+62R& 2 2+2
+
8PEHOLIHURQ
9LӋF QJKLrQ FӭX SKҧQ ӭQJ WәQJ KӧS FRXPDULQ WURQJ GXQJ P{L NKiF QKѭ
QLWUREHQ]HQ[~FWiFQKѭ32&O&+&221D$O&O«>@FNJQJFKRNӃWTXҧ
UҩWWӕW
2+
2+
&2&+
&+&2&+&22&+
2 2
&+
&2&+
+2
32&O
22
&+
&2&+
2+&+12
22
&+ 2+
&2&+
&+&221D
$O&O&
&+12
&
%5DMLWKDYjFiFFӝQJVӵ>@ÿmVӱGөQJSKӭF&X3\&OOjP[~FWiFWURQJ
SKҧQӭQJQJѭQJ Wө3HFKPDQQ WURQJFҧKDLÿLӅXNLӋQ OjGQJ OzYLVyQJYjӣÿXQ
QyQJÿӅXFKRKLӋXVXҩWFDR
2+
5
2 2
2(W
&X3\&OZ
W2&
2 2
&+
5
9DLWUz[~FWiFFӫD&X3\&Oӣÿk\OjGRYzQJSLULÿLQNKLWҥRSKӭFYӟL&X
OjPFKRQJX\rQWӱ1WUrQYzQJWKLӃXKөWÿLӋQWӱQrQÿyQJYDLWUzOjD[LW/HZLV[~F
WiFFKRSKҧQӭQJ>@
1JRjLQKӳQJ[~F WiF WK{QJGөQJKD\ÿѭӧFVӱGөQJFKRSKҧQӭQJQJѭQJ Wө
3HFKPDQQQKѭWUrQQJj\QD\QJѭӡLWDÿmQJKLrQFӭXVӱGөQJFiF[~FWiFUҳQQKѭ
+30R2 +3:2 +6L:2 WURQJ FiF SKҧQ ӭQJ WәQJ KӧS PHW\O
KLÿUR[LFRXPDULQ ± PHW\OÿLPHWR[LFRXPDULQ ± Yj PHW\O
EHQ]RFRXPDULQ 7X\QKLrQÿӕL YӟLPHW\OEHQ]RFRXPDULQ WKu [~F
WiFORҥLQj\OҥLFKRKLӋXVXҩWWKҩS>@
0͡WV͙SK˱˯QJSKiSW͝QJKͫSFRXPDULQNKiF
ĈӇWәQJKӧSDU\OFRXPDULQYӟLKLӋXVXҩWFDRF{QJWUuQK>@ÿm
VӱGөQJGүQFKҩWPHW\OSKHQ\OSURSLRODWFyQKyP2+ӣYӏWUtRUWKRÿѭӧFEҧRYӋEӣL
PHWR[LPHW\OHWHSKҧQӭQJYӟLDU\OERURÿLKLÿUR[LGQJ[~FWiF&X2$F
2020
&20H
52Q $U%2+
&X2$F
0H2+
2 2
$U
52Q
'ѭӟLWiFGөQJFӫDWULIORD[HWLFD[LWWKuKLÿUR[LDU\OD[HWRD[HWDPLWÿyQJYzQJ
QӝLSKkQ WӱQKұQÿѭӧFFiFGүQFKҩWKLÿUR[LFRXPDULQ YӟLKLӋX VXҩW ÿҥW
>@
2+
2
5
2
1(W
5
&)&2+
WROXHQK
2 2
5
2+
5
2&21(W
2
5
5
1D+7+)RUWROXHQ
FKX\¬QY·%DNHU9HQNDWDUDPDQ
9ӄ&È&+Ӧ3&+Ҩ7&+Ӭ$9Ñ1*&52021
*LӟLWKLӋXVѫOѭӧFYӅYzQJFURPRQ
7rQ JӑL ,83$& +&URPHQRQ WrQ NKiF J%HQ]RSLURQ
+%HQ]RSLUDQRQ+%HQ]R>E@SLUDQRQ«
2
2
7tQK FKҩW YұW Oê &KҩW UҳQ WQF & WDQ WӕW WURQJ HWDQRO ÿLHW\O HWH
FORURIRP
&URPRQYjGүQ[XҩWFӫDFK~QJÿѭӧFELӃWÿӃQWURQJWӵQKLrQOjFiFKӧSFKҩWGӏ
YzQJFKӭDR[LFyKRҥWWtQKVLQKKӑFTXDQWUӑQJĈѭӧFELӃWPӝWVӕKӧSFKҩWWӵQKLrQ
YjWәQJKӧSFKӭDNKXQJFURPRQFyKRҥWWtQKVLQKKӑFQKѭӭFFKӃVӵSKiWWULӇQFӫD
NKӕL X >@ FKӕQJ R[\ KyD >@ Yj NKҧ QăQJ NKiQJ NKXҭQ FKӕQJ QҩP >@
1KӳQJӭQJGөQJÿyÿmNtFKWKtFKFiFQKjNKRDKӑFOLrQWөFWuPNLӃPÿӇWәQJKӧS
FiFKӧSFKҩWPӟLFKӭDNKXQJFURPRQYjEѭӟFÿҫXÿmWKҩ\Vӵ[XҩWKLӋQFӫDPӝWVӕ
ORҥLWKXӕFWUrQWKӏWUѭӡQJFyFKӭDNKXQJFURPRQ>@
&iFSKѭѫQJSKiSWәQJKӧSYzQJFURPRQ
7ͳFiFSKHQRO
3KҧQӭQJFӫDFiFSKHQROYӟLE[HWRHVWHWURQJVӵFyPһWFӫDÿLSKHQ\OHWHYj
D[LWOj[~FWiFQKұQÿѭӧFFiFKӧSFKҩWNLӇXPHW\OFURPRQ>@
5
5 2+
+&
2
5
&2(W
3K23K
+62 2
2
&+
5
5
5
&{QJ WUuQK>@[XҩWSKiW WӯLRWSKHQROYjDQNLQGѭӟL WiFGөQJFӫD[~F WiF
3G&OiSOӵFFӫD&2YjVӵFyPһWFӫD1(WQKѭPӝWED]ѫWURQJGXQJP{L+2ÿm
QKұQÿѭӧFGүQFKҩWFURPRQ WKӃӣYӏ WUt SKҧQӭQJ6RQRJDVKLUD+LӋXVXҩW ÿҥW
,
2+
5
5
3G&O33K1(W
&2+2K
5
2 5
2
7ͳD[LWVDOL[\OLFYjHVWHFͯDD[LWVDOL[\OLF>@
'үQ[XҩWPHW\OFURPRQ>@FyWKӇÿѭӧFWәQJKӧSWӯHVWHFӫDD[LWVDOL[\OLF
YӟLKLӋXVXҩWÿҥWQKѭVDX
2+
20H
2
22
2
&220H
&220H
&+&220H
&
&+&220H
$F2+
+62
.2%X%X2+ &+
2
+
7ͳEHQ]R\OFORUXD
3KҧQ ӭQJ FӫD IOREHQ]R\O FORUXD YӟL FiF GүQ [XҩW ÿLFDFERQ\O WURQJP{L
WUѭӡQJED]ѫFKRGүQFKҩWFURPRQWKӃӣYӏWUt>@
2
&O
)
)
)
)
5
+&
2
2
2
&+
5
5
5
)
)
) 5 +)
5 &2&+&2(W&21+3K
%D]
7ͳFiFG̳Q[X̭WKLÿUR[LD[HWRSKHQRQ
;ӱOêKLÿUR[LD[HWRSKHQRQYӟLFiFWiFQKkQNKiFQKDXYjWURQJQKӳQJÿLӅX
NLӋQNKiFQKDXWDQKұQÿѭӧFGүQFKҩWFURPRQWKӃӣYӏWUt>
@
&2&+
2+
5
5
5
5
2
2
5
&+
5
5
5
5
LY
L$F21D2$F
LL$F&O'%8S\ULGLQH
LLLD/L&+&2&&+
E+&O
LYD$F&O1D2&+
E%U&&O
F32&+
YD'0)'0$
E$F2
&URPRQFyWKӇÿѭӧFÿLӅXFKӃWӯRKLÿUR[LD[\OEHQ]HQYjFiFDQÿHKLWWKѫPӢ
JLDLÿRҥQÿҫXSKҧQӭQJ[ҧ\UDWURQJÿLӅXNLӋQFӫDVӵQJѭQJWөDQÿROÿѭӧF[~FWiF
EӣLED]ѫÿӇWҥRWKjQKIODYDQRQUӗLIODYDQRQOҥLÿѭӧFÿHKLÿURKRiWKjQKIODYRQWӭF
OjSKHQ\OFURPRQ7iFQKkQÿHKLÿURKRiFyWKӇVӱGөQJWULSKHQ\OPHW\OSHFORUDW
QKѭOjPӝWFKҩWOҩ\LRQKLÿUXDKRһFVӱGөQJOѭXKXǤQKQKѭOjWiFQKkQR[LKRi>@
&2&+
2+
&+&+2
.2+(W2+
2
&+
2+ 2
2
&+
+&O(W2+
W2 2
2+
&+
&O2
&+&&O2
2
2
&+
$F2$F2+
1D+&2
$[\O KyD FiF KLÿUR[LD[HWRSKHQRQ EҵQJ FORUXD D[LW WURQJP{L WUѭӡQJ NLӅP
\ӃXQKѭ.&2SLULÿLQ«QKұQÿѭӧFFiFHVWHWUXQJJLDQHVWHQj\ÿѭӧF[ӱOêWURQJ
P{LWUѭӡQJNLӅPPҥQKVӁFKX\ӇQKyDWKjQKDU\OKLÿUR[LIODYDQRQYjVDXÿyPӣ
YzQJ WҥR EÿL[HWRQ 7URQJ P{L WUѭӡQJ D[LW EÿL[HWRQ Qj\ VӁ ÿyQJ YzQJ WҥR
KHPL[HWDO VDX ÿy ORҥL QѭӟF WҥR DU\OFURPRQ SKҧQ ӭQJ FKX\ӇQ Yӏ %DNHU
9HQNDWDUPDQ>@
5
2+
2 2
&O 5
ED]
5
2
2
2
5
+2 2
2
2+
55
5
2+
2 2
5
2
2
55
+
+2
7ͳFiFG̳Q[X̭WIXUDQ
'ѭӟL WiF GөQJ FӫD iQK ViQJ D[HWR[LSKHQ\O+IXUDQRQ WURQJ GXQJ
P{LEHQ]HQKRһFHWDQROVӁÿӗQJSKkQKyDYjQKұQÿѭӧFGүQFKҩWFURPRQ>@
2&2&+
2
2
KY
2
2
5
&+
&+
KY
(W2+
2
2
5
&+
5 &+&22(W
5 &+
7ͳD[HW\OFURPRQ
6ӵ WѭѫQJ WiF D[HW\OFURPRQ YӟL ÿLD]RPHWDQ VӁ QKұQ ÿѭӧF D[HW\O
PHW\OFURPRQ >@ QKѭQJSKҧQӭQJFӫDD[HW\OPHW\OFURPRQ YӟL D[LWPDORQLF
WURQJÿLӅXNLӋQFyPHW\OLPLÿD]ROWKuOҥLQKұQÿѭӧFPHW\OFURPRQ\ODFU\OLF
>@
2
2
&2&+
&+1
2
2 &2&+
1
1
+
1 2
2
&2&+
&+
1
1
&++
&+&22+
2
2
&+
+
1
&22+
+
&22+
1
&+
2
2
&+
&2
1
1
&++
&+ &+ &22+
2
2
&2&+
&+
9ӄ&È&;(721Įȕ.+Ð1*129¬&È&6Ҧ13+Ҭ0&+8<ӆ1+Ï$
&iFSKѭѫQJSKiSWәQJKӧS[HWRQDENK{QJQR
&yUҩWQKLӅXSKѭѫQJSKiSWәQJKӧS[HWRQDENK{QJQRGѭӟLÿk\OjPӝWVӕ
SKѭѫQJSKiSFKtQK
3K̫QͱQJQJ˱QJWͭFiF\OLWSKRWSKRYjDQÿHKLW NL͋XSK̫QͱQJ:LWWLJ
>@
5
2
+
&25
5 &25
5$UDON\ODONHQ\O
5
DON\O$U25
+2KRF&
1D+&2
3K3
3K̫QͱQJJLͷD[LQDPR\OFORUXDYjD[LWSKHQ\OERURQLFKR̿FJLͷDEHQ]R\O
FORUXDYjD[LWSKHQ\OYLQ\OERURQLFSK̫QͱQJ6X]XNL>@
3K
% 2+
+2
&O
2 3K
KRF % 2+
+2
3K &O
2 3K
3K
2
3K
3G
7͝QJKͫSWͳVSKkQKͯ\FiFEDPLQR[HWRQ>@
+
1+&+ &+&2
$U $U
$U &
2
&+ &+ $U1 &+
$U
$U$U &2&+ $U 1+$U
7͝QJKͫS WͳDQÿHKLW YjD[LW D[HWRD[HWLFKR̿FPX͙L FͯDQy WURQJ Vӵ Fy
PһWFӫDFiFDPLQKLӋXVXҩWÿҥW>@
5&+2 &+&2&+&22+
51+
++2
5&+ &+&2&+&2+2
7͝QJKͫSE̹QJSK˱˯QJSKiSFK˱QJF̭WK͛LO˱XEKLÿUR[L[HWRQWURQJVӵ
FyPһWFӫD,Oj[~FWiFKLӋXVXҩWSKҧQӭQJÿҥW>@
&+&2&+
+2 &
+&
+&
+
&
2+
&
2
&+
,
+2
&
+&
+&
&
+
&
2
&+
7ͳDEURP[HWRQYjDQÿHKLW>@
5&2&+%U5&+2 5&2&+ &+5
0:
=U&O$O2
7ͳKͫSFK̭WF˯WKL͇FYjG̳Q[X̭WKDORJHQFͯDFiF[HWRQDENK{QJQR
3KҧQ ӭQJ ÿѭӧF WLӃQ KjQK YӟL [~F WiF OjPXӕL ÿӗQJ , ӣ GҥQJ KX\ӅQ SK
WURQJGXQJP{L1PHW\OSLURO103WURQJÿLӅXNLӋQrPGӏX>@
&O 6Q%X
+&
,
2
5
+
&22&X
1032&
&O
&+ 2
5
7ͳDLRÿR[HWRQ&KLӃXEӭF[ҥÿqQ WKӫ\QJkQFDR iS Ȝ!QP YjR Į
LRÿR[HWRQ WURQJ KH[DQ GѭӟL EҫX NKt TX\ӇQ QLWѫ ӣ QKLӋW ÿӝ SKzQJ QKұQ ÿѭӧF FiF
[HWRQDENK{QJQRYӟLKLӋXVXҩWWӕWĈk\OjSKѭѫQJSKiSPӟLYjWKXұQOӧLÿӇWәQJ
KӧS[HWRQDENK{QJQR>@
2
,
55 Q
KY
+H[DQ
2
55 Q
2
55 Q
6HOHQKRiYjR[LKyD[HWRQQR3KҧQӭQJJӗPKDLJLDLÿRҥQ>@
*LDLÿRҥQ6HOHQKRiFiF[HWRQQRYӟLFiFWiFQKkQ3K6H6H3K6H2KD\
3K6H%UWURQJÿLӅXNLӋQQKLӋWÿӝUҩWWKҩSYjP{LWUѭӡQJED]ѫ
*LDLÿRҥQ2[LKRi FiFKӧSFKҩW Fѫ VHOHQӣ WUrQ WKjQKFiF[HWRQDE
NK{QJQREҵQJFiFWiFQKkQR[LKRiOj+22Yj1D,2«
&ѫFKӃSKҧQӭQJ[ҧ\UDQKѭVDX
2
ED]
2
3K6H%U
2
6H3K
%U
>2@
2
6H
2
+
3K
2
3K6H2+
9¶GÍ 2
&+
2
&+
6H
&+
2
&+
7+)2&
&+6H%U
+2SLULLQ
&+&O+2
2&SKÌW
3K˱˯QJSKiSR[LKyD6HDJXVD>@
3KҧQӭQJWUҧLTXDJLDLÿRҥQ
*LDL ÿRҥQ 7ҥR VLO\O HQRO HWH ӣ QKyP FDFERQ\O EӣL WiF QKkQ 706&O
WULPHW\OVLO\OFORUXD
*LDLÿRҥQ2[LKyDHWHEӣLWiFQKkQR[LKyDOjPXӕLKD\SKӭFFӫD3G,,
&ѫFKӃSKҧQӭQJQKѭVDX
2 2706
3G2$F
2706
7062$F
2
3G,,
$F23G,,
2
+
3G,, 2
3G
1KyPWiFJLҧ>@ÿmQKұQÿѭӧF[HWRQDE±NK{QJQRYӟLKLӋXVXҩWÿҥW
QKӡSKѭѫQJSKiSQj\
2 27,36
+
30%2
/L703706&O
7+)&
7062 27,36
+
30%2
&+&O
3GGED
2 27,36
+
30%2
7ͳFORUXDD[LWYjDQNLQ>@
5
5
WROXHQ
5
5
2
5
5
5
&S=U
&O
5
2
&O
3G&O33K
5
2
3G
&O
&O&O
&S=U+&O
7ͳFORUXDD[LWYjDQNHQ>@
5
2
&O
$O&O
5
2
&O
+&O
5
2
7ͳG̳Q[X̭WKDORJHQFͯD[HWRQYjKͫSFK̭WF˯OLWL>@
$U
2
%U
+&
+&
12/L
KY1
$U
2
&+
12
&+
+12 $U
2
&+
&+
7ͳ WULFORD[HWDW DQNHQ\O Yj DQÿHKLW WURQJ Vӵ FyPһW FӫD %X6Q20H
0H2+ WURQJ GXQJ P{L 7+) >@ QKұQ ÿѭӧF FiF VҧQ SKҭP YӟL KLӋX VXҩW
5
2&2&&O
5
+
2
5
%X6Q20H0H2+
7+)2&K 5
2
5
5
7ͳDQNLQ\ODPLWYjDQNHQWURQJVFyP̿WFͯD[~FWiF3E>@
5 1
5
2
Q
5
5
5 1
5
2
Q
2
5
5
3G,,
+2
Q
7ͳ G̳Q [X̭W PHW\O [HWRQ Yj DQÿHKLW 3K̫Q ͱQJ QJ˱QJ Wͭ &ODLVHQ ±
6FKPLGW
D3K̫QͱQJ
5&2&+5
&+2 5&2&+ &+5+2
7URQ
Các file đính kèm theo tài liệu này:
- Tổng hợp và chuyển hóa một số xeton α, β - không no chứa vòng benzopiron.pdf