- 作者: 周善行 ; 蔡琮瑩 ; 孫仲銘
- 作者服務機構: 輔仁大學化學系
- 中文摘要: 3-(Phenylthio)-4-(trimethylsilyl)-3-sulfolene (2) was readily prepared by chlorosulphenylation-dehydrochlorination of 3-(trimethylsilyl)-3-sulfolene. Treatment of 2 with n-butyllithium at -105.degree.C followed by an alkylating agent gave only C5 alkylation products demonstrating the stronger carbanion stabilizing ability of phenylthio group than that of trimethylsilyl group. 2-(Phenylthio)-3-(trimethylsilyl)-1,3-butadiene (3a) was readily prepared by thermal extrusion of sulfur dioxide from 2. Selective oxidation of 3a with MCPBA gave the sulfinyl(3b) and sulfonyl (3c) derivatives. The Diels-Alder reactions of 3a-c were studied, and the regiocontrolling power of the substituents follows the order PhS>PhSO.sim.PhSO/sub 2/>Me/sub 3/Si.
- 英文摘要: --
- 中文關鍵字: 3-(Phenylthio)-4-(Trimethylsilyl)-3-Sulfolene; Silicon Substituent; Sulfur-Substituent; 1,3-Butadienes; The Diels-Alder Reaction
- 英文關鍵字: 3-苯硫-4-三甲基矽環戊-3-烯;矽取代基;硫取代基;3-丁二烯;Diels-Alder 反應