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Direct C-H Cyanation of Arenes via Organic Photoredox Catalysis.

ABSTRACT: Methods for the direct C-H functionalization of aromatic compounds are in demand for a variety of applications, including the synthesis of agrochemicals, pharmaceuticals, and materials. Herein, we disclose the construction of aromatic nitriles via direct C-H functionalization using an acridinium photoredox catalyst and trimethylsilyl cyanide under an aerobic atmosphere. The reaction proceeds at room temperature under mild conditions and has proven to be compatible with a variety of electron-donating and -withdrawing groups, halogens, and nitrogen- and oxygen-containing heterocycles, as well as aromatic-containing pharmaceutical agents.

SUBMITTER: McManus JB

PROVIDER: S-EPMC5541851 | biostudies-literature | 2017 Mar

REPOSITORIES: biostudies-literature

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Direct C-H Cyanation of Arenes via Organic Photoredox Catalysis.

McManus Joshua B JB Nicewicz David A DA

Journal of the American Chemical Society 20170214 8

Methods for the direct C-H functionalization of aromatic compounds are in demand for a variety of applications, including the synthesis of agrochemicals, pharmaceuticals, and materials. Herein, we disclose the construction of aromatic nitriles via direct C-H functionalization using an acridinium photoredox catalyst and trimethylsilyl cyanide under an aerobic atmosphere. The reaction proceeds at room temperature under mild conditions and has proven to be compatible with a variety of electron-dona ...[more]

PMID: 28177237

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