Regioselectivity in the Thermal Rearrangement of Unsymmetrical 4-Methyl-4H-1,2,4-triazoles to 1-Methyl-1H-1,2,4-triazoles
Received: 14 March 2001 / Revised: 26 October 2001 / Accepted: 26 October 2001 / Published: 30 November 2001
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The rearrangement of 4-methyl-3,5-diaryl-4H
-1,2,4-triazoles to the corresponding 1-methyl-3,5-diaryl-1H
-1,2,4-triazoles showed regioselectivity comparable to that observed for the alkylation of 3,5-diaryl-1H
-1,2,4-triazoles. This lends support to a proposed mechanism for the rearrangement that involves consecutive nucleophilic displacements steps.