Tetrahedron Letters

Convenient new synthesis of snoutene [1] utilizing a dipolar cycloaddition of 4-phenyl-1, 2, 4-triazolin-3, 5-dione

I Erden, A de Meijere

Index: Erden, Ishan; Meijere, Armin de Tetrahedron Letters, 1980 , vol. 21, p. 1837 - 1840

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Citation Number: 5

Abstract

Abstract 4-Phenyl-1, 2, 4-triazolin-3, 5-dione readily cycloadds to Nenitzescu's hydrocarbon 1 [6] with skeletal rearrangement. The major adduct 6 can conveniently be transformed to the azo compound 8, which upon photolysis or thermolysis yields up to 80% pentacyclo [3.3.