ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

1,3-Dipolar cycloadditions of heterocycles.15. Synthesis of 3-(X-phenyl)-4,6-dimethoxy-3a,4,6,6a--tetrahydrofuro[3,4-d]isoxazoles

L. Štibrányi, Ľ. Fišera, and Y. Rybecká

Department of Organic Chemistry, Slovak Technical University, CS-812 37 Bratislava

Abstract: The title compounds were prepared by 1,3-dipolar cycloaddition of sub­stituted benzonitrile oxides (X = H, 4-CH₃, 4-OCH₃, 4-Cl, 3-Cl, 4-F) at the equimolar mixture of cis- and trans-2,5-dimethoxy-2,5-dihydrofurans. Anticycloaddition was exclusive with the cis and predominant with trans deriva­tives. Irradiation of the prepared derivatives leads to photolabile products.

Full paper in Portable Document Format: 415a601.pdf

Chemical Papers 41 (5) 601–608 (1987)