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

Organic letters (2010-09-24)
Jaclyn L Henderson, Sarah M McDermott, Stephen L Buchwald
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.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
RuPhos Pd G1 Methyl -Butyl Ether Adduct, 95%