Ethyl 7-Acetyl-8a-methyl-3-(1-phenyl-1<i>H</i>-tetrazol-5-yl)-1,4,4a,5,6,8a-hexahydro-7<i>H</i>-pyrano[2,3-<i>c</i>]pyridazine-1-carboxylate

Abstract

The Diels–Alder reaction of ethyl 3-(1-phenyl-1H-tetrazol-5-yl-1,2-diaza-1,3-butadiene-1-carboxylate with 2-acetyl-6-methyl-2,3-dihydro-4H-pyran (methyl vinyl ketone dimer) regioselectively afforded the corresponding 3-(tetrazol-5-yl)-hexahydro-7H-pyrano[2,3-c]pyridazine in quantitative yield. An X-ray crystal structure of this cycloadduct is reported.

Keywords

• tetrazoles
• diaza-1,3-butadiene
• pyrano[2,3-<i>c</i>]pyridazine
• methyl vinyl ketone dimer
• diels-alder reactions
• X-ray structure