Bulletin of the Chemical Society of Japan

The Wolff rearrangement and 1, 3-dipolar cycloaddition of 2-diazo-3, 4-bis (diphenylmethylene) cyclobutanone.

K Ueda, M Igaki, F Toda

Index: Ueda,K. et al. Bulletin of the Chemical Society of Japan, 1976 , vol. 49, p. 3173 - 3176

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Citation Number: 6

Abstract

The first example of the Wolff rearrangement of α-diazocyclobutanone, the title diazo ketone (2), into the three-membered cyclic ketene (4) was observed. The ketene intermediate (4) could be trapped by its reaction with alcohols, aniline, azobenzene, and N- benzylideneaniline to afford 1-alkoxycarbonyl-(5a–c) and 1-phenylcarbamoyl-2, 3-bis (diphenylmethylene) cyclopropane (5e), and 1, 2-bis (diphenylmethylene)-5, 6-diphenyl-5, ...