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Issue 98, 2019
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Radical alkylation of C(sp3)–H bonds with diacyl peroxides under catalyst-free conditions

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Abstract

Herein, we describe a protocol for alkylation reactions of C(sp3)–H bonds with diacyl peroxides by means of a process involving cross-coupling between an alkyl radical and an α-aminoalkyl radical. The mild, catalyst- and additive-free conditions make this protocol superior to previously reported C(sp3)–H alkylation strategies. The protocol was applied to 1,2,3,4-tetrahydroisoquinolines and a tetrahydro-β-carboline derivative and could be carried out on a gram scale, indicating its utility for the alkylation of late-stage synthetic intermediates.

Graphical abstract: Radical alkylation of C(sp3)–H bonds with diacyl peroxides under catalyst-free conditions

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Publication details

The article was received on 14 Oct 2019, accepted on 19 Nov 2019 and first published on 19 Nov 2019


Article type: Communication
DOI: 10.1039/C9CC08056B
Chem. Commun., 2019,55, 14813-14816

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    Radical alkylation of C(sp3)–H bonds with diacyl peroxides under catalyst-free conditions

    H. Tian, W. Xu, Y. Liu and Q. Wang, Chem. Commun., 2019, 55, 14813
    DOI: 10.1039/C9CC08056B

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