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Phenyl hydrazine as initiator for direct arene C-H arylation via base promoted homolytic aromatic substitution.

ABSTRACT: A simple and efficient direct radical arylation of unactivated arenes is described which uses cheap and commercially available phenyl hydrazine as an initiator. The reaction occurs through a base promoted homolytic aromatic substitution (BHAS) mechanism involving aryl radicals and aryl radical anions as intermediates and offers a practical approach for preparation of an array of substituted biaryls.

SUBMITTER: Dewanji A

PROVIDER: S-EPMC3946564 | biostudies-literature | 2013 Dec

REPOSITORIES: biostudies-literature

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Phenyl hydrazine as initiator for direct arene C-H arylation via base promoted homolytic aromatic substitution.

Dewanji Abhishek A Murarka Sandip S Curran Dennis P DP Studer Armido A

Organic letters 20131119 23

A simple and efficient direct radical arylation of unactivated arenes is described which uses cheap and commercially available phenyl hydrazine as an initiator. The reaction occurs through a base promoted homolytic aromatic substitution (BHAS) mechanism involving aryl radicals and aryl radical anions as intermediates and offers a practical approach for preparation of an array of substituted biaryls. ...[more]

PMID: 24251964

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