4.7 Article

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

Journal

CHEMICAL COMMUNICATIONS
Volume 55, Issue 97, Pages 14637-14640

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c9cc07494e

Keywords

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Funding

  1. Natural Science Foundation of China [21625203, 21901100]
  2. Jiangxi Province Science and Technology Project [20181BAB213002, 20192BAB213005]
  3. Jiangxi Educational Committee Foundation of China [GJJ180527]

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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 CC bonds with excellent selectivity and functional group tolerance.

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