1,2,4-Oxadiazole rearrangements involving an NNC side-chain sequence

Org Lett. 2009 Sep 3;11(17):4018-20. doi: 10.1021/ol901687n.

Abstract

The thermal rearrangement of N-1,2,4-oxadiazol-3-yl-hydrazones into 1,2,4-triazole derivatives is reported. This represents the first example of a three-atom side-chain rearrangement involving an NNC sequence linked at the C(3) of the oxadiazole. The reactions carried out under solvent-free conditions produced good to high yields of the final products.