空气氧化法制备3-羟基季碳氧化吲哚  

An efficient synthesis of 3-substituted quaternary hydroxy oxindoles using molecular oxygen

作　　者：郭丰敏[1] 杨超[1] 刘雄伟[1] 周英[1] 刘雄利[1] 余章彪[1] 

机构地区：[1]贵州大学药学院暨贵州省中药民族药创制工程中心,贵州贵阳550025

出　　处：《遵义医学院学报》2014年第4期445-448,共4页Journal of Zunyi Medical University

基　　金：国家自然科学基金资助项目(NO:21302024);贵州大学引进人才科研项目(NO:[2013]013);教育部"新世纪人才支持计划"(NO:教技函[2011]95);贵州省中药现代化科技产业研究开发专项项目(NO:黔科合ZY字[2013]3010)

摘　　要：目的 为了获得具有潜在生物活性的3-羟基氧化吲哚.方法 以N-甲基-3-取代氧化吲哚为起始原料,以空气为氧化剂,在碳酸钾和相转移催化剂TBAB条件下,合成3-季碳羟基氧化吲哚.结果 设计合成了8个未见文献报道的3-季碳羟基氧化吲哚,其结构经过1H NMR,13C NMR和HRMS等技术确定.结论 高效合成了8个未见文献报道的3-季碳羟基氧化吲哚,合成产率在85％ ～92％.Objective To obtain novel 3 - substituted quaternary hydroxyoxindoles which have potential biological activity. Methods 3 - substituted oxindoles were used as starting materials. The 3 - substituted quaternary hydroxyoxindoles were synthesized under the conditions of TBAB and K2CO3 in toluene using molecular oxygen as an oxidant at the room temperature. Results The eight unreported 3 - substituted quaternary hydroxyoxindoles were synthesized. All their structures were characterized by 1H NMR, 13C NMR and HRMS. Conclusion The eight unreported 3 -substituted quaternary hydroxyoxindoles were synthesized efficiently with 81% -90% yields.

关 键 词：氧气 3-取代氧化吲哚 相转移催化剂 

分 类 号：O623.664[理学—有机化学]