title: Palladium-catalyzed C-N and C-O bond formation of N-substituted 4-bromo-7-azaindoles with amides, amines, amino acid esters and phenols.
abstract: Simple and efficient procedures for palladium-catalyzed cross-coupling reactions of N-substituted 4-bromo-7-azaindole (1H-pyrrole[2,3-b]pyridine), with amides, amines, amino acid esters and phenols through C-N and C-O bond formation have been developed. The C-N cross-coupling reaction of amides, amines and amino acid esters takes place rapidly by using the combination of Xantphos, Cs(2)CO(3), dioxane and palladium catalyst precursors Pd(OAc)(2)/Pd(2)(dba)(3). The combination of Pd(OAc)(2), Xantphos, K(2)CO(3) and dioxane was found to be crucial for the C-O cross-coupling reaction. This is the first report on coupling of amides, amino acid esters and phenols with N-protected 4-bromo-7-azaindole derivatives.
authors.affiliation: Custom Pharmaceutical Services, Dr. Reddy's Laboratories Ltd., Miyapur, Hyderabad 50049, India ; Department of Chemistry, Institute of Science and Technology, JNTU University of Anantapur, Anantapur 515002, India.
authors.forename: Rajendra
authors.initials: R
authors.lastname: Surasani
authors.forename: Dipak
authors.initials: D
authors.lastname: Kalita
authors.forename: A V Dhanunjaya
authors.initials: AV
authors.lastname: Rao
authors.forename: K B
authors.initials: KB
authors.lastname: Chandrasekhar