Palladium/copper (I) halide-cocatalyzed stereospecific coupling of 1-fluorovinylstannanes with aryl iodides and acyl chlorides

被引：43

作者：

Chen, C ^{[1
]}

Wilcoxen, K ^{[1
]}

Kim, KI ^{[1
]}

McCarthy, JR ^{[1
]}

机构：

[1] NEUROCRINE BIOSCI INC,DEPT MED CHEM,SAN DIEGO,CA 92129

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 44期

关键词：

D O I：

10.1016/S0040-4039(97)10003-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cross-coupling of 1-fluorovinylstannanes with aryl iodides or acyl chlorides, cocatalyzed by palladium and copper (I) iodide proceeded under mild conditions to give substituted fluoro olefins and alpha-fluoro-alpha,beta-unsaturated ketones, respectively, in good yields with retention of configuration. (C) 1997 Elsevier Science Ltd.

引用

页码：7677 / 7680

页数：4

共 17 条

[1] [Anonymous], 1991, Fluorine in Bioorganic Chemistry
[2] Banks R.E., 1994, ORGANOFLUORINE CHEM
[3] PALLADIUM-CATALYZED CARBONYLATIVE COUPLING OF ARYL TRIFLATES WITH ORGANOSTANNANES
ECHAVARREN, AM
STILLE, JK
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1988, 110 (05) : 1557 - 1565
[4] Emsley J.M., 1977, FLUORINE COUPLING CO
[5] ON THE NATURE OF THE COPPER EFFECT IN THE STILLE CROSS-COUPLING
FARINA, V
KAPADIA, S
KRISHNAN, B
WANG, CJ
LIEBESKIND, LS
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1994, 59 (20) : 5905 - 5911
[6] FILLER R, 1993, ORGANOFLUROINE COMPO
[7] A NOVEL AND EFFICIENT SYNTHESIS OF FLUOROMETHYL PHENYL SULFONE AND ITS USE AS A FLUOROMETHYL WITTIG EQUIVALENT
INBASEKARAN, M
PEET, NP
MCCARTHY, JR
LETOURNEAU, ME
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1985, (10) : 678 - 679
[8] MAN J, 1987, CHEM SOC REV, V16, P381
[9] THE SYNTHESIS OF (1-FLUOROVINYL)TRIBUTYLTIN - A SYNTHETIC EQUIVALENT FOR THE 1-FLUOROETHENE ANION
MATTHEWS, DP
WAID, PP
SABOL, JS
MCCARTHY, JR
[J]. TETRAHEDRON LETTERS, 1994, 35 (29) : 5177 - 5180
[10] A NEW ROUTE TO 2-FLUORO-1-OLEFINS UTILIZING A SYNTHETIC EQUIVALENT FOR THE 1-FLUOROETHENE ANION
MATTHEWS, DP
GROSS, RS
MCCARTHY, JR
[J]. TETRAHEDRON LETTERS, 1994, 35 (07) : 1027 - 1030

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