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

作者：Mondal Susmita; Samanta Sadhanendu; Santra Sougata; Bagdi Avik K; Hajra Alakananda^*

来源：Advanced Synthesis & Catalysis, 2016, 358(22): 3633-3641.

DOI：10.1002/adsc.201600674

• dimethylformamide
• hetero-coupling
• heterodiarylmethanes
• radicals
• regioselectivity

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-(1H-indol-3-ylmethyl)-imidazo[1,2a]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.

• 出版日期2016-11-17