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

1,3-Dipolar cycloadditions of heterocycles. 21. Cycloaddition of 2,5-dimethyl-3-furonitrile oxide with cyclic and heterocyclic-compounds

E. Jedlovská and Ľ. Fišera

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

Abstract: Cycloadditions of 2,5-dimethyl-3-furonitrile oxide to 1,3-cyclohexadiene, 1,3-cyclooctadiene, indene, acenaphthylene, 2,5-dihydrofuran, 2H,4H,7H-1,3-dioxepine, 1,4-epoxy-1,4-dihydronaphthalene, dimethyl 7-oxabicyclo[2,2,1]hept-2-ene-5,6-dicarboxylate, dimethyl 7-(diphenylmethylene)bicyclo[2,2,1]hept-2-ene-5,6-dicarboxylate, and dimethyl 7-oxabicyclo[2,2,1]hepta-2,3-diene-2,3-dicarboxylate, are described. Regio- as well as endo/exo selectivity of the reactions is discussed. The formation of 1,3-addition products in cycloadditions to conjugated dienes was not observed.

Full paper in Portable Document Format: 453a419.pdf

Chemical Papers 45 (3) 419–426 (1991)