1-苯并咪唑基异喹啉衍生物的合成与表征

摘要

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.%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1 HNMR、13 CNMR、 HRMS确认。