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Palladium-catalyzed amination of unprotected halo-7-azaindoles.


ABSTRACT: Simple and efficient procedures for the Pd-catalyzed cross-coupling of primary and secondary amines with halo-7-azaindoles(pyrrolo[2,3-b]pyridine) are presented. Previously, no general method was available to ensure the highly selective reaction of the heteroaryl halide in the presence of the unprotected azaindole N-H. Using palladium precatalysts recently reported by our group, such reactions are easily accomplished under mild conditions that can be applied to cross-coupling reactions with a wide array of aliphatic and aromatic amines.

SUBMITTER: Henderson JL 

PROVIDER: S-EPMC3142919 | biostudies-literature | 2010 Oct

REPOSITORIES: biostudies-literature

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Palladium-catalyzed amination of unprotected halo-7-azaindoles.

Henderson Jaclyn L JL   McDermott Sarah M SM   Buchwald Stephen L SL  

Organic letters 20101001 20


Simple and efficient procedures for the Pd-catalyzed cross-coupling of primary and secondary amines with halo-7-azaindoles(pyrrolo[2,3-b]pyridine) are presented. Previously, no general method was available to ensure the highly selective reaction of the heteroaryl halide in the presence of the unprotected azaindole N-H. Using palladium precatalysts recently reported by our group, such reactions are easily accomplished under mild conditions that can be applied to cross-coupling reactions with a wi  ...[more]

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