Palladium-catalyzed amination of unprotected halo-7-azaindoles.
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.
Henderson
Jaclyn L
JL
Department of Chemistry, Room 18-490, Massachusetts Institute of Technology, Cambridge, Massachusetts 02139, USA.
McDermott
Sarah M
SM
Buchwald
Stephen L
SL
D000586:Amination; D002384:Catalysis; D007211:Indoles / Q000737:chemistry*; D008024:Ligands; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*
C023422:7-azaindole dimer; D007211:Indoles; D008024:Ligands; D010165:Palladium