The Journal of Organic Chemistry

Formation and the mass spectra of adducts from the reaction of some. alpha.-substituted vinylcyclopropanes with benzyne

V Usieli, S Sarel

Index: Usieli,U.; Sarel,S. Journal of Organic Chemistry, 1973 , vol. 38, p. 1703 - 1708

Full Text: HTML

Citation Number: 9

Abstract

The reactions of benzyne, generated by the thermolysis of benzenediazonium-2- carboxylate, with 1, l-dicyclopropylethylene (1), 2-cyclopropylpropene (6), and a- cyclopropylstyrene (1 1) are herein described. Benzyne shows no tendency to add acrass the vinylcyclopropane systems in 1, 6, and 11. With substrates containing proper allylic hydrogens, the “ene” reaction (6-.+ 7-t 10) exceeds that of [2+ 21 cycloaddition (6+. 9,). ...