A Mild and Efficient One-Pot Synthesis of 2-Aminated Benzoxazoles and Benzothiazoles

被引：29

作者：

Stewart, Gavin W. ^{[1
]}

Baxter, Carl A. ^{[1
]}

Cleator, Ed ^{[1
]}

Sheen, Faye J. ^{[1
]}

机构：

[1] Merck Sharp & Dohme Res Labs, Dept Proc Res, Hoddesdon EN11 9BU, Herts, England

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 08期

关键词：

IRRITABLE-BOWEL-SYNDROME; HETEROARYL HALIDES; 5-HT3; RECEPTORS;

D O I：

10.1021/jo900308t

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Previous syntheses of the biologically active 2-aminated benzoxazoles have relied on forcing thermal conditions to generate the products directly from the corresponding thiols. The resulting yields have ranged from moderate to poor. A mild and high-yielding alternative one-pot chlorination-amination procedure is described. Compounds with a variety of substitution patterns are reported and the methodology has been successfully extended to benzothiazoles. Palladium catalysis on suitably activated examples has been employed to generate the desired compounds of interest.

引用

页码：3229 / 3231

页数：3

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