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通过钯(II)/铟(III)催化的氨氯羰基化/Friedel-Crafts 酰化反应串联催化多相合成α-吡咯烷基酮。

Multicatalytic synthesis of alpha-pyrrolidinyl ketones via a tandem palladium(II)/indium(III)-catalyzed aminochlorocarbonylation/Friedel-Crafts acylation reaction.

机构信息

Department of Chemistry, Columbia University, New York, New York 10027, USA.

出版信息

J Am Chem Soc. 2009 Mar 11;131(9):3124-5. doi: 10.1021/ja809897f.

Abstract

An oxidative carbonylation reaction that generates acid chloride functionality has been developed. Furthermore, this aminochlorocarbonylation reaction has been merged with a catalytic Friedel-Crafts acylation to produce a highly efficient tandem multicatalytic synthesis of pyrrolidinyl ketones. Significant variation of the aromatic nucleophile and substrate are shown. Two examples of incorporation of this method in triple-catalytic sequences are also demonstrated.

摘要

开发了一种生成酰氯官能团的氧化羰基化反应。此外,该氨基氯羰基化反应与催化的傅-克酰基化反应合并,以高效地串联多催化合成吡咯烷酮。显示了芳香亲核试剂和底物的显著变化。还展示了该方法在三催化序列中的两个实例。

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