Electrophilic amidomethylation of arenes with DMSO/MeCN reagents?
Organic Chemistry Frontiers Pub Date: 2022-03-21 DOI: 10.1039/D2QO00181K
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![[double bond, length as m-dash]](https://www.rsc.org/images/entities/char_e001.gif)
O bond construction. Notably, this method provides a practical protocol for the efficient preparation of deuterated benzylamine derivatives with easily available d6-DMSO or d3-MeCN, and is also applied in the concise synthesis of Nonivamide and Pimavanserin.
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Journal Name：Organic Chemistry Frontiers
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