Electrophilic amidomethylation of arenes with DMSO/MeCN reagents. Issue 9 (24th March 2022) - Zhang, Hongliang
Abstract : An efficient electrophilic amidomethylation of aromatics was described with DMSO as the CH2 source and nitrile as the nitrogen source. Abstract : An efficient electrophilic amidomethylation of aromatics was described to construct N -benzylic amides, which are core structures in drugs and natural products. The simple combination of dimethyl sulfoxide (DMSO, as the CH2 unit) and acetonitrile (MeCN, as the nitrogen unit) as a highly active amidomethylation reagent enables the efficient C–C, C–N and CO bond construction. Notably, this method provides a practical protocol for the efficient preparation of deuterated benzylamine derivatives with easily available d 6 -DMSO or d 3 -MeCN, and is also applied in the concise synthesis of Nonivamide and Pimavanserin.