催化学报

催化学报 ›› 2006, Vol. 27 ›› Issue (7): 550-552.

• 研究快讯 • 上一篇    下一篇

氯化锌催化硒酚对环氧化合物开环反应合成β-羟基硒醚

杨明华1,2,杨红伟2,郑云法1,朱成建2,3   

  1. 1 丽水学院化学系, 浙江丽水 323000; 2 南京大学化学化工学院, 江苏南京 210093;3 中国科学院上海有机化学研究所金属有机国家重点实验室, 上海 200032
  • 收稿日期:2006-07-25 出版日期:2006-07-25 发布日期:2006-07-25

Synthesis of β-Hydroxyl Selenides from Ring-Opening Reaction of Epoxides with ArSeH Catalyzed by ZnCl2

YANG Minghua1,2*, YANG Hongwei2, ZHENG Yunfa1, ZHU Chengjian2,3   

  1. 1 Department of Chemistry, Lishui University, Lishui 323000, Zhejiang, China; 2 School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, Jiangsu, China; 3 State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, The Chinese Academy of Sciences, Shanghai 200032, China
  • Received:2006-07-25 Online:2006-07-25 Published:2006-07-25

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摘要： 研究了在室温下ZnCl2催化硒酚对环氧化合物开环反应合成β-羟基硒醚. 通过这一简单、有效和原子经济性的反应,高收率和高选择性地合成了几种β-羟基硒醚. 从环氧化合物3-邻甲苯氧基-1,2-环氧丙烷出发,经一锅三步反应,合成了相应的1,3-恶唑-2-酮.

关键词: 氯化锌, 硒酚, 环氧化合物, 开环反应, 区域选择性, 1, 3-恶唑-2-酮

Abstract: ZnCl2-catalyzed selenolysis of epoxides with ArSeH was investigated in ethanol at room temperature. A variety of β-hydroxyl selenides were obtained in excellent yield and good regioselectivity by the simple, efficient and atomic economic procedure. Starting from epoxide o-cresyl glycidyl ether, a one-pot three-step procedure was used for the chemoselective synthesis of N-tosyl-1,3-oxazolidin-2-ones.

Key words: zinc chloride, arylselenol, epoxide, ring-opening reaction, regioselectivity, 1,3-oxazolidin-2-one