73817-34-2Relevant academic research and scientific papers
Reaction of Sulfene and Dichloroketene with Open-chain N,N-Disubstituted α-Aminomethyleneketones. Synthesis of 4-Dialkylamino-3,4-dihydro-5,6-dimethyl-1,2-oxathiin 2,2-Dioxides and of 6,(5)(Di)alkyl-3-chloro-4-methylphenylamino-2H-pyran-2-ones
Bargagna, Alberto,Schenone, Pietro,Bondavalli, Francesco,Longobardi, Mario
, p. 33 - 37 (2007/10/02)
Cycloaddition of sulfene to N,N-disubstituted 4-amino-3-methyl-3-buten-2-ones(III) occurred in fair to good yield only in the case of aliphatic N-substitution to give 4-dialkylamino-3,4-dihydro-5,6-dimethyl-1,2-oxathiin 2,2-dioxides, wheras N,N-disubstituted 1-amino-1-penten-3-ones (II) did not react at all.Cycloaddition of dichloroketene to II, III and N,N-disubstituted 4-amino-3-buten-2-ones occurred only in the case of the methylphenylamino derivative, giving in good to moderate yield 6,(5)(di)alkyl-3,3-dichloro-3,4-dihydro-4-methylphenylamino-2H-pyran-2-ones, whichwere dehydrochlorinated with DBN to 6,(5)(di)alkyl-3-chloro-4-methylphenylamino-2H-pyran-2-ones.
