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Transition-Metal Catalyst Free Oxidative Radical Arylation of N-Methylpyrrole.

ABSTRACT: This study represents an expansion of the application of catalysis in air through conventional coupling and free radical processes. A reactive free aryl radical intermediate was generated via the oxidation of an activated Ar-NH-NH₂ bond by air as a simple and readily available oxidant. For this purpose, the usability of phenylhydrazine and phenylhydrazine hydrochloride salt reagents for the direct arylation of pyrrole with aryl radicals was investigated. The facile coupling of N-methylpyrrole with aryl radicals was easily applied for the convenient direct synthesis of C-2 arylated pyrroles without a transition-metal catalyst.

SUBMITTER: Kocaoglu E

PROVIDER: S-EPMC6641933 | biostudies-literature | 2017 Aug

REPOSITORIES: biostudies-literature

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Transition-Metal Catalyst Free Oxidative Radical Arylation of N-Methylpyrrole.

Kocaoğlu Esma E Karaman Muhammed A MA Tokgöz Hatun H Talaz Oktay O

ACS omega 20170828 8

This study represents an expansion of the application of catalysis in air through conventional coupling and free radical processes. A reactive free aryl radical intermediate was generated via the oxidation of an activated Ar-NH-NH2 bond by air as a simple and readily available oxidant. For this purpose, the usability of phenylhydrazine and phenylhydrazine hydrochloride salt reagents for the direct arylation of pyrrole with aryl radicals was investigated. The facile coupling of N</i ...[more]

PMID: 31457776

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