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Cobalt-Catalyzed N-Alkylation of Amines with Alcohols

Guoqi Zhang*, Zhiwei Yin and Shengping Zheng

*Department of Sciences, John Jay College & The Graduate Center, The City University of New York, 10019 New York, NY, Email: guzhangjjay.cuny.edu

G. Zhang, Z. Yin, S. Zheng, Org. Lett., 2016, 18, 300-303.

DOI: 10.1021/acs.orglett.5b03461 (free Supporting Information)


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Abstract

The addition of 4 molecular sieves enables an efficient cobalt(II)-catalyzed N-alkylation of both aromatic and aliphatic amines with alcohols with high chemoselectivity (amines vs imines). A hydrogen-borrowing mechanism is responsible for the tandem acceptorless dehydrogenation/condensation/hydrogenation process.

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Key Words

benzylation, alkylation, anilines


ID: J54-Y2016