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在常压下芳基氯与亲核氧试剂的羰基化反应。制备作为酰基转移剂的苯基酯以及直接制备烷基酯和羧酸。

Carbonylation of aryl chlorides with oxygen nucleophiles at atmospheric pressure. Preparation of phenyl esters as acyl transfer agents and the direct preparation of alkyl esters and carboxylic acids.

作者信息

Watson Donald A, Fan Xuexiang, Buchwald Stephen L

机构信息

Department of Chemistry, Room 18-490, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.

出版信息

J Org Chem. 2008 Sep 19;73(18):7096-101. doi: 10.1021/jo800907e. Epub 2008 Aug 23.

Abstract

A mild, functional group tolerant method of the preparation of phenyl esters from aryl chlorides via palladium-catalyzed carbonylation is described using atmospheric pressure of carbon monoxide. Phenyl esters are shown to be useful acylating agents, delivering libraries of carbonyl derivatives, including alkyl, allyl and thioesters, under very mild conditions. Direct preparation of alkyl esters and carboxylic acids is also demonstrated, providing the first method for the preparation of methyl and ethyl esters from aryl chlorides without pressured reactors.

摘要

描述了一种温和的、官能团耐受性好的方法,通过钯催化的羰基化反应,在一氧化碳常压下由芳基氯制备苯基酯。结果表明,苯基酯是有用的酰化剂,能在非常温和的条件下生成包括烷基、烯丙基和硫酯在内的羰基衍生物库。还展示了直接制备烷基酯和羧酸的方法,提供了第一种在无压力反应器的情况下由芳基氯制备甲酯和乙酯的方法。

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