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Ni-Catalyzed Two-Component Reductive Dicarbofunctionalization of Alkenes via Radical Cyclization

Abstract

A reductive dicarbofunctionalization of alkenes with a broad substrate scope has been developed and applied to the preparation of substituted cyclopentanes, pyrrolidines, piperidines, and tetrahydrofurans. The reaction conditions avoid the use of air-sensitive organometallic reagents, and are compatible with a broad range of bromo-electrophiles and a wide variety of substituents to give cyclic products in excellent yields. The versatile utility of this method is highlighted by the preparation of several 3-substituted pyrrolidine and piperidine derivatives en route to pharmaceutically relevant molecules. Preliminary mechanistic data suggest that the reaction proceeds via a radical cyclization followed by Ni-mediated coupling with an electrophile.

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Publication details

The article was received on 16 Jan 2018, accepted on 15 Feb 2018 and first published on 15 Feb 2018


Article type: Communication
DOI: 10.1039/C8CC00358K
Citation: Chem. Commun., 2018, Accepted Manuscript
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    Ni-Catalyzed Two-Component Reductive Dicarbofunctionalization of Alkenes via Radical Cyclization

    Y. Kuang, X. Wang, D. Anthony and T. Diao, Chem. Commun., 2018, Accepted Manuscript , DOI: 10.1039/C8CC00358K

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