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出 处:《广州化工》2014年第24期80-81,150,共3页GuangZhou Chemical Industry
基 金:韩山师范学院青年项目(LQ201401)
摘 要:发展了一例2-炔基苯甲醛肟与5-氯苯并咪唑在三氟甲磺酸银催化下的串联反应。反应在加入三吡咯烷基溴化鏻六氟磷酸盐活化氮氧叶立德之后,5-氯苯并咪唑作为亲核试剂进攻异喹啉中间体B的1-位,最后芳构化得最终产物。该反应对底物官能团的兼容性良好,能在温和的条件下以中等的收率合成两种未曾报道的1-苯并咪唑基异喹啉化合物。所得目标产物均经1HNMR、13CNMR、HRMS确认。An efficient tandem reaction of 2-alkynylbenzaldoxime with 5-chlorobenzimidazole catalyzed by silver triflate was described. In order to activate the isoquinoline N-oxides, the presence of bromotrispyrrolidinophosphonium hexafluorophosphate ( PyBroP) was essential for the reaction transformation. An intermolecular nucleophilic addition of 5-chlorobenzimidazole to intermediate B would take place to furnish compound C, and then a further aromatization would produce the 1-benzimidazolylisoquinolines. The reaction generated two novel compounds in moderate yields and proceeded smoothly under mild conditions. The structures of target compounds were confirmed by 1 HNMR, 13 CNMR and HRMS.
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