硒催化羰基化合成苯并噻唑-2-氨基甲酸酯  

Selenium-Catalyzed Carbonylation to Benzothiazol-2-ylcarbamates

作　　者：张晓鹏[1] 朱奕菘 牛雪利 Zhang Xiaopeng;Zhu Yisong;Niu Xueli(NMPA Key Laboratory for Research and Evaluation of Innovative Drug,Henan Key Laboratory of Organic Functional Molecules and Drug Innovation,Collaborative Innovation Center of Henan Province for Green Manufacturing of Fine Chemicals,Key Laboratory of Green Chemical Media and Reactions,Ministry of Education,School of Chemistry and Chemical Engineering,Henan Normal University,Xinxiang,453007)

机构地区：[1]河南师范大学化学化工学院,国家药监局创新药物研究与评价重点实验室,河南省有机功能分子与药物创新重点实验室,精细化学品绿色制造河南省协同创新中心,绿色化学介质与反应教育部重点实验室,新乡453007

出　　处：《化学通报》2022年第2期241-246,145,共7页Chemistry

基　　金：国家自然科学基金项目(21772033);高等学校学科创新引智计划项目(D17007)资助。

摘　　要：以非金属Se为催化剂,以CO替代剧毒光气及其复杂衍生物作羰基化试剂,以O;为氧化剂,经2-氨基苯并噻唑与醇发生"一锅法"的硒催化氧化羰基化反应,开辟了一条经济、绿色、简便、高效的合成苯并噻唑-2-氨基甲酸酯类化合物的新途径。研究了反应温度、压力、醇的用量及碱的种类等因素对生成苯并噻唑-2-氨基甲酸酯的影响,获得了实施该反应的优化条件,提出了可能的反应机理。在优化条件下,2-氨基苯并噻唑能与一系列醇顺利发生氧化羰基化反应,以70%~94%的收率得到苯并噻唑-2-氨基甲酸酯类化合物。With nonmetallic selenium as the catalyst,carbon monoxide instead of highly toxic phosgene and its complex derivatives as the carbonylation reagent,oxygen as the oxidant,a new economical,green,simple and efficient approach to benzothiazole-2-ylcarbamates has been developed via one-pot selenium-catalyzed oxidative carbonylation of 2-aminobenzothiazole with alcohols.The optimal reaction conditions were obatined through the investigation of the main influence factors such as reaction temperature,pressure,alcohol dosage and type of base on the formation of benzothiazole-2-ylcarbamates,and the possible reaction mechanism was also proposed.The carbonylation reaction of 2-aminobenzothiazole could proceed efficiently with a series of alcohols under the optimal conditions,affording the corresponding benzothiazol-2-ylcarbamates in 70%~94%yields.

关 键 词：硒催化 羰基化 苯并噻唑-2-氨基甲酸酯 2-氨基苯并噻唑 

分 类 号：TQ245.24[化学工程—有机化工]