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Visible light-mediated atom transfer radical addition to styrene: base controlled selective (phenylsulfonyl)difluoromethylation

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Abstract

The first example of a visible light-mediated atom transfer radical addition reaction of (phenylsulfonyl)difluoromethyl iodide to styrenes has been reported. By simply tuning the organic or inorganic bases in the reaction system, both ATRA and heck-type products could be afforded with high selectivity. This method has demonstrated mild conditions, high catalytic reactivity, excellent chemoselectivity and a broad substrate scope. Besides, it offers a new solution for difunctionalization of alkenes to synthesize diverse difluoromethylated molecules after a simple work-up.

Graphical abstract: Visible light-mediated atom transfer radical addition to styrene: base controlled selective (phenylsulfonyl)difluoromethylation

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Article information


Submitted
30 Nov 2019
Accepted
03 Jan 2020
First published
10 Jan 2020

Org. Chem. Front., 2020, Advance Article
Article type
Research Article

Visible light-mediated atom transfer radical addition to styrene: base controlled selective (phenylsulfonyl)difluoromethylation

J. Sheng, K. Bian, Y. Su, G. Liao, R. Duan, C. Li, Z. Liu and X. Wang, Org. Chem. Front., 2020, Advance Article , DOI: 10.1039/C9QO01433K

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