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

Huifeng Yue, Lin Guo, Shao-Chi Lee, Xiangqian Liu, Magnus Rueping

Research output: Contribution to journalArticlepeer-review

144 Scopus citations

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.
Original languageEnglish (US)
Pages (from-to)3972-3976
Number of pages5
JournalAngewandte Chemie International Edition
Volume56
Issue number14
DOIs
StatePublished - Mar 21 2017

Bibliographical note

KAUST Repository Item: Exported on 2020-10-01
Acknowledgements: H.Y. and L.G. acknowledge the China Scholarship Council. Support by King Abdullah University of Science and Technology (KAUST) is gratefully acknowledged.

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