Palladium-catalyzed C–N and C–O bond formation of N-substituted 4-bromo-7-azaindoles with amides, amines, amino acid esters and phenols

Autor: Rajendra Surasani, Dipak Kalita, A. V. Dhanunjaya Rao, K. B. Chandrasekhar
Jazyk: angličtina
Rok vydání: 2012
Předmět:
Zdroj: Beilstein Journal of Organic Chemistry, Vol 8, Iss 1, Pp 2004-2018 (2012)
Druh dokumentu: article
ISSN: 1860-5397
DOI: 10.3762/bjoc.8.227
Popis: 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, Cs2CO3, dioxane and palladium catalyst precursors Pd(OAc)2/Pd2(dba)3. The combination of Pd(OAc)2, Xantphos, K2CO3 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.
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