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Communication | Regular issue | Vol 43, No. 6, 1996, pp.1165-1170
Published online, 1st January, 1970
DOI: 10.3987/COM-96-7434
Intramolecular Cycloadditions with Isobenzofurans - XII - Synthesis and Reactions of Furo[3,4-d]isoxazoles

Stephan Reck, Karsten Bluhm, Tony Debaerdemaeker, Jean-Paul Declercq, Burkhard Klenke, and Willy Friedrichsen*

*Institut für Organische Chemie der Universität, Otto-Hahn-Platz 4, D-24098 Kiel, Germany

Abstract

The synthesis of furo[3,4-d]isoxazoles (3) and inter- and intramolecular cycloaddition reactions (to 4,5a,b) are reported. The structures of 3k, 5b and 6 have been clarified by X-ray crystallography. Quantum chemical calculations (AM1, PM3, ab initio, density functional methods) concerning the geometry and the different reactivity of benzo[c]furans and furo[3,4-d]isoxazoles were performed.