Wittig/Michael串联反应高效合成含有磷叶立德的吲哚并喹唑啉酮衍生物  

Wittig/Michael Cascade Reaction for Efficient Synthesis of Indoloquinazoline Derivatives Bearing a Phosphorous Ylide Moiety

作　　者：张翔 李青竹 黄晴菲[1] 何鑫磊 马恩典 王政博 冯鑫 李俊龙[1,2] 王启卫 ZHANG Xiang;LI Qing-zhu;HUANG Qing-fei;HE Xin-lei;MA En-dian;WANG Zheng-bo;FENG Xin;LI Jun-long;WANG Qi-wei(Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu 610041, China;Antibiotics Research and Re-evaluation Key Laboratory of Sichuan Province, Sichuan Industrial Institute of Antibiotics, Chengdu University, Chengdu 610052, China;University of Chinese Academy of Sciences, Beijing 100049, China)

机构地区：[1]中国科学院成都有机化学研究所,四川成都610041 [2]成都大学四川抗菌素工业研究所抗生素研究与再评价四川省重点实验室,四川成都610041 [3]中国科学院大学,北京100491

出　　处：《合成化学》2021年第2期91-99,共9页Chinese Journal of Synthetic Chemistry

基　　金：中科院“西部之光”人才培养计划;国家自然科学基金资助项目(21602021)。

摘　　要：以吲哚并[2,1-b]喹唑啉-6,12-二酮(色胺酮)及三苯基膦乙酸乙酯(酯基磷叶立德)为原料,在二氯甲烷中反应2 h,经Wittig/Michael串联反应,以高达99%的收率一步合成了15个含有吲哚并喹唑啉骨架的磷叶立德衍生物。其代表产物的结构经X-ray单晶衍射进行确证,化合物结构经^(1)H NMR,^(13)C NMR,^(31)P NMR,^(19)F NMR和HR-MS(ESI-TOF)表征。A Wittig/Michael cascade reaction of indolo[2,1-b]quinazoline-6,12-diones(tryptanthrines)with phosphorous ylides in dichloromethane for two hours was reported.Fifteen novel indoloquinazoline derivatives bearing a phosphorous ylide moiety were easily accessed in excellent yield(up to 99%).The structure of the representative example was confirmed by X-ray ananlysis,and the obtained compounds were characterized by ^(1)H NMR,^(13)C NMR,^(31)P NMR,^(19)F NMR and HR-MS(ESI-TOF).

关 键 词：吲哚并喹唑啉酮 磷叶立德 WITTIG反应 MICHAEL加成 合成 

分 类 号：O626[理学—有机化学]