硫酸铜/取代硫脲水相中高效催化合成N-磺酰基三氮唑  

High Efficiency Catalytic Synthesis of N-Sulfonyltriazole in Aqueous Phase by Copper Sulfate/Substituted Thiourea

作　　者：董丽蓉 王思雨 张小媚 成佳佳 袁耀锋 DONG Lirong;WANG Siyu;ZHANG Xiaomei;CHENG Jiajia;YUAN Yaofeng(College of Chemistry, Fuzhou University, Fuzhou 350116, China;State Key Laboratory of Structural Chemistry, Fujian Institute of Research on the Structure of Matter, Chinese)

机构地区：[1]福州大学化学学院,福州350116 [2]中国科学院福建物质结构研究所结构化学国家重点实验室,福州350002

出　　处：《高等学校化学学报》2019年第5期927-931,共5页Chemical Journal of Chinese Universities

基　　金：国家自然科学基金(批准号:21772023);福建省科技计划项目(批准号:2015H6010);中国科学院福建物质结构研究所结构化学国家重点实验室项目(批准号:20180020)资助~~

摘　　要：利用系列含磺酰基的叠氮化物与末端炔反应,制备了N-磺酰基三氮唑化合物.研究结果表明,硫酸铜/取代硫脲的组合不仅适用于一般的铜催化叠氮端炔环加成(Cu AAC)反应,还可以在水相中高效催化合成N-磺酰基-1,2,3-三氮唑.这类反应对水不敏感,在水相中的反应产率高达99%,且在空气中室温(25℃)下搅拌即可进行.该方法反应条件温和、绿色环保、成本低、底物普适性广且反应效率高.The reaction of a series of sulfonyl-containing azides and terminal alkynes indicated that the combination of copper sulfate/substituted thiourea was more suitable for general copper-catalyzed azide-end alkyne ring addition[Cu(Ⅰ) catalyzed azide-alkyne cycloaddition,CuAAC]reaction. The type of reaction was also possible to efficiently catalyze the synthesis of N-sulfonyl-1,2,3-triazole in the aqueous phase. The type of reaction was not sensitive to water and the yield was up to 99% in the aqueous phase. The reaction mixture was stirred in the air under room temperature(25 ℃). The novel system showed high atom-economy and functional-group tolurance. It provided a simple and efficient synthesis method for the synthesis of a series of N-sulfonyltriazoles.

关 键 词：叠氮化物 铜催化叠氮端炔环加成反应 水相 N-磺酰基三氮唑 

分 类 号：O626.4[理学—有机化学]