Comparing the Reactivity of the 4- and 5-positions of 2-phenylthiazoles in Stille cross-coupling reactions

被引：13

作者：

Haemmerle, Johanna ^{[1
]}

Schnuerch, Michael ^{[1
]}

Stanetty, Peter ^{[1
]}

机构：

[1] Vienna Univ Technol, Inst Appl Synthet Chem, A-1060 Vienna, Austria

来源：

SYNLETT | 2007年 / 19期

关键词：

cross-coupling; heterocycles; thiazoles; palladium; Stille reaction;

D O I：

10.1055/s-2007-990972

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A systematic study of the cross-coupling capability of 4 and 5-substituted 2-phenylthiazoles under Stille conditions is presented. Two cross-coupling options were investigated: 1) combination of thiazolylstannanes with various aryl(hetaryl) halides and, 2) reaction of halothiazoles with PhSn(Bu)(3) as coupling partner. The results obtained from the cross-coupling reactions on the 4- and 5-positions of the thiazole system were compared regarding the influence of the position of the halide (Br, I) and the Bu3Sn group on both coupling partners. A broad selection of aromatic and heteroaromatic halides was coupled in order to establish a general reactivity platform for this heterocyclic system.

引用

页码：2975 / 2978

页数：4

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