Abstract

A number of N-acylaminomethyl and N-sulfonamidomethyl compounds were subjected to formic acid reduction using trimethylammonium formate as a reducing agent. The reduction was found to lead to a fission of the carbon bond connecting to the amide nitrogen. Ease of the reduction increased with lowering the electron density of the amide nitrogen. The compounds attached to aliphatic amine underwent the reduction almost quantitatively and, on the other hand, the aromatic amine homologs were less reactive. A possible mechanism for the reduction was proposed.

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