高等学校化学学报

高等学校化学学报

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4,4-二乙硫／苄硫基-3-烯-2-丁酮的合成及其作为无气味硫醇替代试剂的缩硫醛/酮化反应

于海丰1,2, 王艳茹3, 欧阳艳1, 王岩1, 刘群1   

    1. 东北师范大学化学学院, 长春 130024;
    2. 鞍山师范学院化学系, 鞍山 114005;
    3. 北华大学公共基础部, 吉林 132013
  • 收稿日期:2005-11-14 修回日期:1900-01-01 出版日期:2006-12-10 发布日期:2006-12-10
  • 通讯作者: 刘群

Synthesis of 4,4-Diethylthio/benzylthio-but-3-en-2-one and Application as Odorless Thiol Equivalents in Thioacetalization

YU Hai-Feng1,2, WANG Yan-Ru3, OUYANG Yan1, WANG Yan1, LIU Qun1   

    1. Faculty of Chemistry, Northeast Normal University, Changchun 130024, China;
    2. Department of Chemistry, Anshan Teachers College, Anshan 114005, China;
    3. Public Foundation Department of Beihua University, Jilin 132013, China
  • Received:2005-11-14 Revised:1900-01-01 Online:2006-12-10 Published:2006-12-10
  • Contact: LIU Qun

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摘要： 经由3-(二乙硫／苄硫基)亚甲基-2,4-戊二酮(1)的酸催化脱乙酰基反应高产率地合成了4,4-二乙硫／苄硫基-3-烯-2-丁酮(2). 化合物2作为无气味的乙硫醇及苄硫醇替代试剂能与各种醛／酮在温和的反应条件下生成相应的缩硫醛／酮.

关键词: α-羰基二硫缩烯酮, 4,4-二乙硫／苄硫基-3-烯-2-丁酮, 无气味硫醇替代试剂, 缩硫醛/酮化反应

Abstract: 4,4-Diethylthio/benzylthio-but-3-en-2-ones 2 were prepared in excellent yields by the acid-catalyzed deacetylation of 3-(diethylthio/benzylthio)methylene-pentane-2,4-diones(1). With ketene diethylthio/benzylthioacetals(2) as the odorless thiol equivalents, in the presence of acetyl chloride, a series of diethylthio-/dibenzylthioacetals were prepared via the reaction of compound 2 with aldehydes/ketones in methanol under mild conditions.

Key words: α-Oxo ketene-S,S-acetals, 4,4-Bis(ethylthio/benzylthio)but-3-en-2-ones, Odorless thiol equi-valents, Thioacetalization

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