Conversion of amines into imines by swern oxidation

Abstract

Indoline (1) and 2-methylindoline (2) have been converted into indole (3) and 2-methylindole (4), and dibenzylamine (7) and phenylbenzylamine (8) have been converted into the Schiff bases (9) and (10), by Swern oxidation; the methylthiomethyl amines (5), (6), (11), and (12) were the only other products formed.