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Issue 40, 2017
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Copper(I)-catalyzed 5-exo-trig radical cyclization/borylation of alkyl halides: access to functionalized pyrrolidine derivatives

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Abstract

This work reports the copper(I)-catalyzed 5-exo-trig radical cyclization/borylation of alkyl halides bearing an alkene moiety, during which a C–C bond and a C–B bond were formed in one step. Various functionalized pyrrolidine derivatives bearing a quaternary carbon center were obtained, and they showed good functional group tolerance and high chemoselectivity. This transformation was highly efficient and could be finished in 20 minutes. A radical mechanism has been proposed.

Graphical abstract: Copper(i)-catalyzed 5-exo-trig radical cyclization/borylation of alkyl halides: access to functionalized pyrrolidine derivatives

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Publication details

The article was received on 24 Jul 2017, accepted on 25 Sep 2017 and first published on 25 Sep 2017


Article type: Communication
DOI: 10.1039/C7OB01831B
Citation: Org. Biomol. Chem., 2017,15, 8508-8512
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    Copper(I)-catalyzed 5-exo-trig radical cyclization/borylation of alkyl halides: access to functionalized pyrrolidine derivatives

    J. Cui, H. Wang, J. Song, X. Chi, L. Meng, Q. Liu, D. Zhang, Y. Dong and H. Liu, Org. Biomol. Chem., 2017, 15, 8508
    DOI: 10.1039/C7OB01831B

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