Issue 14, 1995

Intramolecular 1,3-dipolar cycloaddition at the periphery of heterocyclic systems. Part 1. Facile oxime–nitrone isomerisation at the periphery of pyran and 1-benzopyran

Abstract

4-(Alk-2-enylamino)-2-oxo-2H-1-benzopyran-3-carbaldehyde oximes 5 underwent thermally induced 1,3-dipolar cycloaddition under mild conditions giving isoxazolo[3,4-d][1]benzopyrano[4,3-b]pyridine derivatives 6 in good yields. The features of the oxime–nitrone isomerisation and nitrone–olefin cycloaddition are discussed.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1995, 1857-1862

Intramolecular 1,3-dipolar cycloaddition at the periphery of heterocyclic systems. Part 1. Facile oxime–nitrone isomerisation at the periphery of pyran and 1-benzopyran

M. Gotoh, T. Mizui, B. Sun, K. Hirayama and M. Noguchi, J. Chem. Soc., Perkin Trans. 1, 1995, 1857 DOI: 10.1039/P19950001857

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