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通过镍催化的 C-O 和 C-N 键活化,从芳烃和杂芳烃中选择性还原去除酯基和酰胺基。

Selective Reductive Removal of Ester and Amide Groups from Arenes and Heteroarenes through Nickel-Catalyzed C-O and C-N Bond Activation.

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

Angew Chem Int Ed Engl. 2017 Mar 27;56(14):3972-3976. doi: 10.1002/anie.201612624. Epub 2017 Mar 21.

DOI:10.1002/anie.201612624
PMID:28321978
Abstract

An inexpensive nickel(II) catalyst and a hydrosilane were used for the efficient reductive defunctionalization of aryl and heteroaryl esters through a decarbonylative pathway. This versatile method could be used for the removal of ester and amide functional groups from various organic molecules. Moreover, a scale-up experiment and a synthetic application based on the use of a removable carboxylic acid directing group highlight the usefulness of this reaction.

摘要

一种廉价的镍(II)催化剂和一种硅烷氢试剂可通过脱羰途径有效地将芳基和杂芳基酯还原脱功能化。这种多功能方法可用于从各种有机分子中去除酯和酰胺官能团。此外,通过使用可去除的羧酸导向基团进行扩大规模实验和合成应用,突出了该反应的有用性。

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