STILLE CROSS-COUPLING REACTIONS OF ARYL MESYLATES AND TOSYLATES USING A BIARYLPHOSPHINE BASED CATALYST SYSTEM

被引：22

作者：

Naber, John R. ^{[1
]}

Fors, Brett P. ^{[1
]}

Wu, Xiaoxing ^{[1
]}

Gunn, Jonathon T. ^{[1
]}

Buchwald, Stephen L. ^{[1
]}

机构：

[1] MIT, Dept Chem, Cambridge, MA 02139 USA

来源：

HETEROCYCLES | 2010年 / 80卷 / 02期

基金：

美国国家卫生研究院;

关键词：

Aryl Mesylate; Palladium Catalysis; C-C Bond Formation; Stille Reaction; Aryl Tosylate; SUZUKI-MIYAURA; OXIDATIVE ADDITION; ACTIVE CATALYST; INHIBITORS; AMINATION; CHLORIDES; FLUORENE; IODIDES; HALIDES;

D O I：

10.3987/COM-09-S(S)105

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A catalyst system for the Stille cross-coupling reactions of aryl mesylates and tosylates is reported. Using the combination of Pd(OAc)(2), XPhos, and CsF in t-BuOH an array of aryl and heteroaryl sulfonates were successfully employed in these reactions. Morever, heteroarylstannanes, such as furyl, thienyl, and N-methylpyrrolyl, which are often prone to decomposition, were efficiently coupled under these conditions. Ortho-substitution on the stannane coupling partner was well tolerated; however, the presence of ortho substituents on the aryl sulfonates greatly reduced the efficiency of these reactions.

引用

页码：1215 / 1226

页数：12

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