Issue 97, 2019

The photoredox alkylarylation of styrenes with alkyl N-hydroxyphthalimide esters and arenes involving C–H functionalization

Abstract

The In(OTf)3-promoted three-component photoredox alkylarylation of styrenes with alkyl NHP esters and arenes to access alkylated arene derivatives through C–C bond cleavage and C–H functionalization is reported. By utilizing visible-light photoredox catalysis, alkyl N-hydroxyphthalimide esters serving as alkyl carbon-centered radicals and a wide range of arenes (e.g., indoles, pyrrole, and electron-rich arenes) as nucleophiles were used to enable the introduction of various alkyl groups and aryl groups across the C[double bond, length as m-dash]C bonds with excellent selectivity and functional group tolerance.

Graphical abstract: The photoredox alkylarylation of styrenes with alkyl N-hydroxyphthalimide esters and arenes involving C–H functionalization

Supplementary files

Article information

Article type
Communication
Submitted
24 Sep 2019
Accepted
07 Nov 2019
First published
07 Nov 2019

Chem. Commun., 2019,55, 14637-14640

The photoredox alkylarylation of styrenes with alkyl N-hydroxyphthalimide esters and arenes involving C–H functionalization

X. Wang, Y. Han, X. Ouyang, R. Song and J. Li, Chem. Commun., 2019, 55, 14637 DOI: 10.1039/C9CC07494E

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