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A One‐Pot Copper‐Catalyzed 3‐Fold C–N Bond Coupling Strategy to the Synthesis of Substituted Benzimidazoles
Author(s) -
Subramanian Parthasarathi,
Kaliappan Krishna P.
Publication year - 2020
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.202000428
Subject(s) - chemistry , amination , benzimidazole , intramolecular force , copper , catalysis , intermolecular force , combinatorial chemistry , stereochemistry , medicinal chemistry , organic chemistry , molecule
An efficient, one‐pot copper catalyzed 3‐fold C–N bond‐coupling strategy leading to pharmaceutically relevant benzimidazole heterocycles is reported. Our strategy involves a copper catalyzed intramolecular C–N coupling of N,N' ‐bis(2‐bromophenyl)formamidine to provide 1‐(2‐bromophenyl)‐1H‐benzimidazole which upon intermolecular coupling with 2‐amino pyridines and a cascade sp 2 C–H amination furnished a range of benzimidazo[1,2‐ a ]benzimidazoles.