Journal of the American Chemical Society

Carbenoid Formation of Arylcyclopropanes from Olefins, Benzal Bromides, and Organolithium Compounds and from Photolysis of Aryldiazomethanes

GL Closs, RA Moss

Index: Closs,G.L.; Moss,R.A. Journal of the American Chemical Society, 1964 , vol. 86, p. 4042 - 4053

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Citation Number: 267

Abstract

A number of arylcyclopropanes have been prepared by the reaction of benzal bromide with alkyllithium in the presence of olefins. The same cyclopropanes have also been isolated from the photolysis of the corresponding aryldiazomethanes in olefins. Aryl substituents investigated include p-methyl, p-methoxy, p-chloro, and m-chloro. Olefins used as substrates were 1-butene, isobutene, cis-and trens-2-butene, and 2-methyl-2-butene. Relative rates ...