Palladium-catalyzed direct oxidative vinylation of thiophenes and furans under weakly basic conditions

被引：39

作者：

Maehara, Atsushi ^{[1
]}

Satoh, Tetsuya ^{[1
]}

Miura, Masahiro ^{[1
]}

机构：

[1] Osaka Univ, Fac Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan

来源：

TETRAHEDRON | 2008年 / 64卷 / 26期

关键词：

palladium catalyst; oxidative vinylation; heteroarenes; C-H bond cleavage;

D O I：

10.1016/j.tet.2008.01.058

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The palladium-catalyzed oxidative coupling of thiophenes and furans with alkenes proceeds in the presence of copper and lithium salts as oxidant and additive, respectively, under weakly basic or almost neutral conditions to afford the corresponding vinylated heteroarenes. Under such conditions, diphenyl(hydroxy)methyl and acetal functions on the heteroarene substrates are tolerable. The former function on a thiophene ring can be substituted by palladium-catalyzed arylation via C-C bond cleavage after the vinylation to produce 2-aryl-5-vinylthiophenes. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：5982 / 5986

页数：5

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