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1,3-dipolar cycloadditions of heterocycles . 14. Preparation and photochemistry of 3-aryl-4-oxo-3a,4,6,6a-tetrahydrofuro[3,4-d]isoxazoles

Ľ. Fišera, N.D. Kozina, La. Badovskaya, and Ľ. Štibrányi

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

 

Abstract: 1,3-Dipolar cycloaddition of substituted benzonitrile oxides, where substi- tuents were H, 4-CH„ 4-OCH,, 2-OCH,, 4-F, 2-F, 4-C1, 4-NO2, 3-NO2, and 4-Br, to 5H-furan-2-one takes place totally regioselectively to give 3-aryl-4-oxo-3a,4,6,6a-tetrahydrofuro[3,4- d]isoxazoIes. Irradiation of the prepared isoxazoles furnished only polymeric material.

Full paper in Portable Document Format: 405a685.pdf

 

Chemical Papers 40 (5) 685–692 (1986)

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