77645-39-7Relevant academic research and scientific papers
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 (1980)
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.
Diels-Alder reactions of 4-alkoxy-4-alkylcyclohexa-2,5-dienimines: Synthesis of 5-alkylindoles
Zawada, Peter V.,Banfield, Scott C.,Kerr, Michael A.
, p. 971 - 974 (2007/10/03)
N-arylsulfonyl 4-alkoxy-4-alkylcyclohexadienimines undergo thermal Diels-Alder reactions with 1,3-butadienes to yield the expected cycloadducts. The crude adducts when treated with anhydrous acid yield dihydronaphthalenes which when subjected to a series of simple transformations produce 5-alkyl indoles in good overall yields.
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.
