Reactions of 1,2-thiazetidine 1,1-dioxides with organometallics: β-Elimination and NS bond cleavage
作者:Tetsuo Iwama、Tadashi Kataoka、Osamu Muraoka、Genzoh Tanabe
DOI:10.1016/s0040-4020(98)00239-7
日期:1998.5
Reactions of 4-nonsubstituted β-sultams 1 with methyllithium gave only (E)-vinylsulfonamides2, 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
的反应4-未取代的β-磺内酰胺1与甲基仅给出(ë)-vinylsulfonamides 2,而-2氨乙基砜3通过使用甲基溴化镁得到次要产物。的4-单取代反应β-磺内酰胺6与有机锂,得到(É)-vinylsulfonamides 7立体选择性地不论3-和4-取代基的构型。4,4-二甲基β-磺内酰胺的治疗8A用甲基溴化镁和甲基锂提供2-氨基乙基砜9和双砜10,分别和异丙基苯基砜11 通过使用苯基锂或苯基溴化镁获得。