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A dual photoredox-nickel strategy for remote functionalization via iminyl radicals: radical ring-opening-arylation, -vinylation and -alkylation cascades.

ABSTRACT: A divergent strategy for the remote arylation, vinylation and alkylation of nitriles is described. These processes proceed through the photoredox generation of a cyclic iminyl radical and its following ring-opening reaction. The distal nitrile radical is then engaged in nickel-based catalytic cycles to form C-C bonds with aryl bromides, alkynes and alkyl bromides.

SUBMITTER: Dauncey EM

PROVIDER: S-EPMC7053659 | biostudies-literature | 2019 Sep

REPOSITORIES: biostudies-literature

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A dual photoredox-nickel strategy for remote functionalization <i>via</i> iminyl radicals: radical ring-opening-arylation, -vinylation and -alkylation cascades.

Dauncey Elizabeth M EM Dighe Shashikant U SU Douglas James J JJ Leonori Daniele D

Chemical science 20190627 33

A divergent strategy for the remote arylation, vinylation and alkylation of nitriles is described. These processes proceed through the photoredox generation of a cyclic iminyl radical and its following ring-opening reaction. The distal nitrile radical is then engaged in nickel-based catalytic cycles to form C-C bonds with aryl bromides, alkynes and alkyl bromides. ...[more]

PMID: 32180920

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