Sa. Komykhov et al., 1,2-methyl shift in the reaction of 4,7-dihydro-4,5-dimethyl-7-phenyl-(1,2,4)-triazolo[1,5-a]pyrimidine with tosyl azide, J HETERO CH, 37(1), 2000, pp. 195-196
The reaction of the heterocyclic enamine 1 with tosyl azide (2) leads to th
e tosylimino derivative 4 of 1,2,4-triazolo[1,5-a]pyrimidine. The extrusion
of nitrogen from the primary adduct 3 is followed by a 1,2-shift of a meth
yl group. The structure determination of 4 is based on H-1 and C-13 nmr spe
ctra including NOE measurements.