Base-Catalyzed Autoxidation of -Aminonitriles. An Efficient Method for Conversion of Aldehydes to Amides and 2-Amino-2-sulfenylacetonitrile to Carbamates
Journal
Synlett
Date Issued
1990
Author(s)
Abstract
The α-aminonitriles 2, prepared from aromatic, aliphatic, and α,β-unsaturated aldehydes, undergo autoxidation in the presence of potassium tert-butoxide to give the corresponding amides 3 in high yield. The α-sulfenyl-α-aminonitrile 4 (methylphenylamino(phenylthio)acetonitrile) is converted to the alkyl N-methyl-N-phenylcarbamates 6 by concurrent autoxidation and substitution with alkoxide ions.
SDGs
Type
journal article