167280-05-9Relevant articles and documents
Reactions of 1,2-thiazetidine 1,1-dioxides with organometallics: β- elimination and N-S bond cleavage
Iwama, Tetsuo,Kataoka, Tadashi,Muraoka, Osamu,Tanabe, Genzoh
, p. 5507 - 5522 (1998)
Reactions of 4-nonsubstituted β-sultams 1 with methyllithium gave only (E)-vinylsulfonamides 2, whereas 2-aminoethyl sulfones 3 were obtained as minor products by use of methylmagnesium bromide. Reactions of 4- monosubstituted β-sultams 6 with organolithiums gave (E)-vinylsulfonamides 7 stereoselectively regardless of the configuration of 3- and 4-substituents. Treatment of 4,4-dimethyl-β-sultam 8a with methylmagnesium bromide and methyllithium provided 2-aminoethyl sulfone 9 and bis-sulfone 10, respectively, and isopropyl phenyl sulfone 11 was obtained by use of phenyllithium or phenylmagnesium bromide.