Operationally Simple Copper-Promoted Coupling of Terminal Alkynes with Benzyl Halides

被引：36

作者：

Davies, Katherine A. ^{[1
]}

Abel, Ryan C. ^{[1
]}

Wulff, Jeremy E. ^{[1
]}

机构：

[1] Univ Victoria, Dept Chem, Victoria, BC V8W 3V6, Canada

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 10期

基金：

加拿大自然科学与工程研究理事会;

关键词：

MICROWAVE-ASSISTED SYNTHESIS; EFFICIENT SYNTHESIS; KETONES; PHASE; ISOCYANIDES; DERIVATIVES; ANTAGONIST; ACETYLENES; CHEMISTRY; SULFONES;

D O I：

10.1021/jo900444x

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Benzyl chlorides and bromides are shown to undergo copper-promoted coupling with a variety of terminal alkynes including, for the first time, electron-poor acetylenes such as methyl propiolate. The reaction permits easy access to a wide range of (functionalized) benzyl-substituted propiolates (as well as several related alkynes) from commercially available benzyl halides. These products should in turn function as useful building blocks for the synthesis of previously inaccessible (functionalized) benzyl-substituted heterocycles.

引用

页码：3997 / 4000

页数：4

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