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通过甲酯的脱羰交叉偶联反应实现酯基到锡烷基官能团的催化转化。

Catalytic Ester to Stannane Functional Group Interconversion via Decarbonylative Cross-Coupling of Methyl Esters.

机构信息

Institute of Organic Chemistry, RWTH Aachen University , Landoltweg 1, 52074 Aachen, Germany.

King Abdullah University of Science and Technology (KAUST) , KAUST Catalysis Center (KCC), Thuwal 23955-6900, Saudi Arabia.

出版信息

Org Lett. 2018 Jan 19;20(2):385-388. doi: 10.1021/acs.orglett.7b03669. Epub 2018 Jan 3.

Abstract

An unprecedented conversion of methyl esters to stannanes was realized, providing access to a series of arylstannanes via nickel catalysis. Various common esters including ethyl, cyclohexyl, benzyl, and phenyl esters can undergo the newly developed decarbonylative stannylation reaction. The reaction shows broad substrate scope, can differentiate between different types of esters, and if applied in consecutive fashion, allows the transformation of methyl esters into aryl fluorides or biaryls via fluororination or arylation.

摘要

实现了甲酯到锡烷的前所未有的转化,通过镍催化为一系列芳基锡烷的合成提供了途径。各种常见的酯,包括乙酯、环己基酯、苄基酯和苯基酯,都可以经历新开发的脱羰锡化反应。该反应具有广泛的底物范围,可以区分不同类型的酯,如果连续应用,还可以通过氟化或芳基化将甲酯转化为芳基氟化物或联芳烃。

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