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Issue 34, 2014
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Metal-free oxidative olefination of primary amines with benzylic C–H bonds through direct deamination and C–H bond activation

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Abstract

An oxidative olefination reaction between aliphatic primary amines and benzylic sp3 C–H bonds has been achieved using N-bromosuccinimide as catalyst and tert-butyl hydroperoxide as oxidant. The olefination proceeds under mild metal-free conditions through direct deamination and benzylic C–H bond activation, and provides easy access to biologically active 2-styrylquinolines with (E)-configuration.

Graphical abstract: Metal-free oxidative olefination of primary amines with benzylic C–H bonds through direct deamination and C–H bond activation

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Publication details

The article was received on 19 May 2014, accepted on 08 Jul 2014 and first published on 08 Jul 2014


Article type: Communication
DOI: 10.1039/C4OB01025F
Citation: Org. Biomol. Chem., 2014,12, 6557-6560
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    Metal-free oxidative olefination of primary amines with benzylic C–H bonds through direct deamination and C–H bond activation

    L. Gong, L. Xing, T. Xu, X. Zhu, W. Zhou, N. Kang and B. Wang, Org. Biomol. Chem., 2014, 12, 6557
    DOI: 10.1039/C4OB01025F

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