Fused Tetrazolo[1,5-<i>a</i>]pyrimidines and 2-Azidopyrimidines from 2-Acyl-1,3-indandiones and 5-Aminotetrazole

Abstract

Cyclocondensations of 2-acyl-1,3-indandiones 1a-e and 5-amino-tetrazole monohydrate (2) in ethanol in the presence of catalytic amounts of acetic acid afford indeno[1,2-d]tetrazolo[1,5-a]pyrimidin-6-ones 3a-c or 2-azidoindeno[1,2-d]pyrimidin-5-ones 4a,b in a single step depending on the nature of the acyl substituent R. The structure of 3c was confirmed by X-ray analysis.