6696-66-8Relevant academic research and scientific papers
Remote Intramolecular Functionalization of Arylnitrenium Ions. ipso-Substitution and Spiro-lactone Formation
Abramovitch, Rudolph A.,Hawi, Amale,Rodrigues, J. Augusto R.,Trombetta, Tania R.
, p. 283 - 284 (1986)
Acid-catalysed decomposition of (4'-azidophenyl)propanoic and butyric acids leads to ipso-attack by the carboxy group para to the nitrenium ion and the formation of imines of cyclohexadienone spiro-lactones, which can rearrange to the benz-fused lactones; 4'-azido-2-carboxydiphenyl ether behaves the same way to give spiro-lactone (9).
Spirodienones. Part 5. The Synthesis and Reactions of N-Sulphonylcyclohexadienimines
Coutts, Ian G. C.,Culbert, Nicholas J.,Edwards, Mark,Hadfield, John A.,Musto, Donald R.,et al.
, p. 1829 - 1836 (2007/10/02)
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 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.
SPIRODIENONES IV THE SYNTHESIS OF N-SULPHONYLCYCLOHEXADIENIMINES AND RELATED DIENONES
Coutts, Ian G. C.,Edwards, Mark,Musto, Donald R.,Richards, David J.
, p. 5055 - 5056 (2007/10/02)
Oxidation of N-4-toluenesulphonylanilines bearing appropriate para substituents gives good yields of spirocyclic N-sulphonylcyclohexadienimines; these compounds may be selectively hydrolysed to the corresponding spirodienones.
