Synthesis of Ketene N,N-Acetals by Copper-Catalyzed Double-Amidation of 1,1-Dibromo-1-alkenes

被引：81

作者：

Coste, Alexis ^{[1
]}

Couty, Francois ^{[1
]}

Evano, Gwilherm ^{[1
]}

机构：

[1] Univ Versailles St Quentin Yvelines, Inst Lavoisier Versailles, CNRS, UMR 8180, F-78035 Versailles, France

来源：

ORGANIC LETTERS | 2009年 / 11卷 / 19期

关键词：

MEDIATED COUPLING REACTIONS; DERIVATIVES; AMIDES; CYCLIZATION; HALIDES;

D O I：

10.1021/ol901831s

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient procedure for the preparation of ketene N,N-acetals by copper-catalyzed double amidation of 1,1-dibromo-1-alkenes is reported. The reaction was found to be general, and ketene aminals could be obtained in good yields when potassium phosphate in toluene was used at 80 degrees C. The reaction was found to proceed through a regioselective monocoupling reaction followed by dehydrobromi nation and hydroamidation.

引用

页码：4454 / 4457

页数：4

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