Russian journal of organic chemistry

Halogenation of N-substituted p-quinone imines and p-quinone oxime esters: IV. Chlorination and bromination of N-arylsulfonyl-2 (3)-methyl (2-chloro)-1, 4- …

AP Avdeenko, SA Konovalova

Index: Avdeenko; Konovalova Russian Journal of Organic Chemistry, 2006 , vol. 42, # 3 p. 349 - 364

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Citation Number: 11

Abstract

Abstract The addition of halogens to N-arylsulfonyl-1, 4-benzoquinone imines, which exist in a solution as Z and E isomers, is controlled by the steric factor. ZE Isomerization strongly affects the stability of cyclohexene structures formed by halogenation of 1, 4-benzoquinone imines. The halogenation of N-arylsulfonyl-1, 4-benzoquinone imines was found to be accompanied by prototropic rearrangement.