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N,N ‐Dimethylformamide as a Methylenating Reagent: Synthesis of Heterodiarylmethanes via Copper‐Catalyzed Coupling between Imidazo[1,2‐ a ]pyridines and Indoles/ N,N ‐Dimethylaniline
Author(s) -
Mondal Susmita,
Samanta Sadhanendu,
Santra Sougata,
Bagdi Avik K.,
Hajra Alakananda
Publication year - 2016
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201600674
Subject(s) - chemistry , reagent , pyridine , catalysis , dimethylformamide , copper , combinatorial chemistry , coupling (piping) , coupling reaction , medicinal chemistry , organic chemistry , mechanical engineering , solvent , engineering
A new copper‐catalyzed, efficient method for the synthesis of heterodiarylmethanes through the coupling of imidazo[1,2‐ a ]pyridines with indoles employing N,N ‐dimethylformamide as a methylenating reagent has been developed. A library of 3‐(1 H ‐indol‐3‐ylmethyl)‐imidazo[1,2‐ a ]pyridine derivatives has been synthesized under aerobic reaction conditions. This protocol is also applicable for the synthesis of (4‐imidazo[1,2‐ a ]pyridin‐3‐ylmethyl)(phenyl)dimethylamines. The method is highly selective for the hetero‐coupling.