Issue 0, 1985

Spirodienones. Part 5. The synthesis and reactions of N-sulphonylcyclohexadienimines

Abstract

The anodic or chemical oxidation of para-substituted sulphonanilides gives 4,4-disubstituted N-sulphonylcyclohexadienimines, which, from appropriately substituted anilines, may be spirocyclic. The scope and limitations of the synthesis are described, and a mechanism proposed. The selective hydrolysis of the dienimines to the corresponding dienones provides a convenient route to the latter compounds. The reaction of some of the dienimines with dienes is discussed.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1985, 1829-1836

Spirodienones. Part 5. The synthesis and reactions of N-sulphonylcyclohexadienimines

I. G. C. Coutts, N. J. Culbert, M. Edwards, J. A. Hadfield, D. R. Musto, V. H. Pavlidis and D. J. Richards, J. Chem. Soc., Perkin Trans. 1, 1985, 1829 DOI: 10.1039/P19850001829

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