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Nickel-Catalyzed Transformation of Alkene-Tethered Oxime Ethers to Nitriles by a Traceless Directing Group Strategy

Yoshiyuki Takahashi, Hiroaki Tsuji* and Motoi Kawatsura*

*Department of Chemistry, College of Humanities & Sciences, Nihon University, Sakurajosui, Setagaya-ku, Tokyo 156-8550, Japan, Email: tsujichs.nihon-u.ac.jp, kawatsurchs.nihon-u.ac.jp

Y. Takahashi, H. Tsuji, M. Kawatsurna, J. Org. Chem., 2020, 85, 2654-2665.

DOI: 10.1021/acs.joc.9b02705



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Abstract

A traceless directing group strategy enables a nickel-catalyzed transformation of alkene-tethered oxime ethers to nitriles. A series of alkene-tethered oxime ethers derived from benzaldehyde and cinnamyl aldehyde derivatives were converted into the corresponding benzonitriles and cinnamonitriles in good yields.

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Key Words

nitriles


ID: J42-Y2020