87625-77-2Relevant academic research and scientific papers
Reaction of Substituted Sulfenes with N,N-Disubstituted α-aminomethyleneketones. I. Synthesis of N,N-Disubstituted cis- and trans-4-Amino-3,4,5,6,7,8-hexahydro-3-phenyl-1,2-benzoxathiin 2,2-Dioxides
Bargagna, Alberto,Bignardi, Gaetano,Schenone, Pietro,Longobardi, Mario
, p. 839 - 843 (2007/10/02)
The polar 1,4-cycloaddition of phenylsulfene (generated in situ from phenylmethanesulfonyl chloride and triethylamine) to N,N-disubstituted (E)-2-aminomethylenecyclohexanones I gave in general a mixture of N,N-disubstituted cis- and trans-4-amino-3,4,5,6,7,8-hexahydro-3-phenyl-1,2-benzoxathiin 2,2-dioxides III and IV, which were separated by column chromatography and whose structural and conformational features were determined from uv, ir and nmr sppectral data.In the case of N,N-diisopropylamino enaminone Ic, the cycloaddition took place with elimination of an alkyl group as propene to give the adduct IIIl.
