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Fe(II)-catalyzed amination of aromatic C-H bonds via ring opening of 2H-azirines: synthesis of 2,3-disubstituted indoles.

ABSTRACT: A general method for the synthesis of 2,3-disubstituted indoles is described. The key feature of this method is the amination of aromatic C-H bonds via FeCl(2)-catalyzed ring opening of 2H-azirines. The method tolerates a variety of functional groups such as Br, F, NO(2), OMe, CF(3), OTBS, alkenes, and OPiv. The method can also be extended to synthesize azaindoles.

SUBMITTER: Jana S

PROVIDER: S-EPMC2955291 | biostudies-literature | 2010 Sep

REPOSITORIES: biostudies-literature

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Fe(II)-catalyzed amination of aromatic C-H bonds via ring opening of 2H-azirines: synthesis of 2,3-disubstituted indoles.

Jana Samaresh S Clements Mack D MD Sharp Barry K BK Zheng Nan N

Organic letters 20100901 17

A general method for the synthesis of 2,3-disubstituted indoles is described. The key feature of this method is the amination of aromatic C-H bonds via FeCl(2)-catalyzed ring opening of 2H-azirines. The method tolerates a variety of functional groups such as Br, F, NO(2), OMe, CF(3), OTBS, alkenes, and OPiv. The method can also be extended to synthesize azaindoles. ...[more]

PMID: 20681598

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