Nickel-Catalyzed C(sp3)–H Functionalization of Benzyl Nitriles: Direct Michael Addition to Terminal Vinyl Ketones

An efficient nickel(0)-catalyzed addition of benzyl nitriles to terminal vinyl ketones via C­(sp3)–H functionalization has been developed. The reaction provides a novel and efficient protocol for the synthesis of α-functionalized benzyl nitriles with a wide range of structural diversity under mild r...

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Bibliographic Details
Published in:Organic letters 2021-08, Vol.23 (15), p.6004-6009
Main Authors: Zhang, Ninghui, Zhang, Chunli, Hu, Xiaoping, Xie, Xin, Liu, Yuanhong
Format: Article
Language:English
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Summary:An efficient nickel(0)-catalyzed addition of benzyl nitriles to terminal vinyl ketones via C­(sp3)–H functionalization has been developed. The reaction provides a novel and efficient protocol for the synthesis of α-functionalized benzyl nitriles with a wide range of structural diversity under mild reaction conditions while obviating the use of a strong base. The work might be potentially useful toward the development of an enantioselective variant using chiral nitrogen ligands.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c02074