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Issue 38, 2017
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Transition metal-free C(sp3)–H bond coupling among three methyl groups

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Abstract

A coupling of multiple C(sp3)–H bonds of the methyl group in methyl ketones with dimethyl sulfoxide is developed. This coupling allows the direct C(sp3)–H bond coupling among three methyl groups and affords one C–C bond and one C[double bond, length as m-dash]C bond under transition metal-free conditions. The value-added cyclized 3-methylthiomethyl chroman-4-ones can be synthesized through this method. A plausible mechanism is proposed.

Graphical abstract: Transition metal-free C(sp3)–H bond coupling among three methyl groups

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Publication details

The article was received on 18 Feb 2017, accepted on 18 Apr 2017 and first published on 19 Apr 2017


Article type: Communication
DOI: 10.1039/C7CC01309D
Citation: Chem. Commun., 2017,53, 5346-5349
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    Transition metal-free C(sp3)–H bond coupling among three methyl groups

    Y. Liu, X. Zhan, P. Ji, J. Xu, Q. Liu, W. Luo, T. Chen and C. Guo, Chem. Commun., 2017, 53, 5346
    DOI: 10.1039/C7CC01309D

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