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Communication | Regular issue | Vol 14, No. 2, 1980, pp.185-188
Published online, 1st January, 1970
DOI: 10.3987/R-1980-02-0185
1,3-Dipolar Addition Reactions with Vinylpyrroles

R. Alan Jones* and Michael T. P. Marriott

*School of Chemical Sciences, University of East Anglia, Norwich, Northfolk NR4 7TJ, U.K.


Diphenylnitrilimine and methyl nitrile oxide add regioselectively to 1-substituted vinylpyrroles to give 5-substituted-4,5-dihydropyrazoles and 4,5-dihydroisoxazoles, respectively. These reactions and the corresponding cycloadditions involving p-chlorophenyl sydnone and C-phenyl-N-phenylnitrone are LUMO(dipole) controlled.