新型茶香酮-氧化吲哚类拼接物的合成  

Synthesis of Ketoisophorone-oxindole Hybrids

作　　者：韩晓雪 黄雄 刘雄利[1] 王慧娟[1] 彭礼军[1] HAN Xiao-xue;HUANG Xiong;LIU Xiong-li;WANG Hui-juan;PENG Li-jun(National&Local Joint Engineering Research Center for the Exploition of Homology Resources of Medicine and Food,Guizhou University,Guiyang 550025,China;Yongkang No.2 middle school,Jinhua,Zhejiang 321300,China)

机构地区：[1]贵州大学西南药食两用资源开发利用技术国家地方联合工程研究中心,贵州贵阳550025 [2]永康市第二中学,浙江金华321300

出　　处：《合成化学》2022年第1期42-46,共5页Chinese Journal of Synthetic Chemistry

基　　金：贵大培育项目(202078号)。

摘　　要：本文基于新的方法学研究,以氧化吲哚(1)与茶香酮(2)为原料,在DABCO和哌啶组合催化体系下,在溶剂乙醇65℃中发生Michael加成脱氢反应,合成了10个未见文献报道的茶香酮-氧化吲哚类拼接物3a~3j,产率为52%~71%,其结构经^(1)H NMR,^(13)C NMR和HR-MS(ESI-TOF)表征,进一步通过单晶确定化合物3e的相对构型。该类化合物包含一个具有潜在生物活性的茶香酮骨架和氧化吲哚骨架,可以为生物活性筛选提供物质基础。In this paper,based on the new methodology,Ten new ketoisophorone-oxindole hybrids 3a~3j were synthesized via a Michael addition/dehydrogenation reaction of oxindole 1 and ketoisophorone 2 in solvent ethanol at 65℃under the combined catalytic system of DABCO and piperidine.The yields of 3a~3j were 52%~71%.The structures of products were characterized by^(1)H NMR,^(13)C NMR and HR-MS(ESI-TOF).The configuration of compound 3e was further determined by the single crystal.These compounds include a potential bioactive oxindole skeleton and ketoisophorone skeleton,which can provide a material basis for bioactivity screening.

关 键 词：氧化吲哚 茶香酮 Michael加成脱氢反应 茶香酮-氧化吲哚类拼接物 物质基础 合成 

分 类 号：O626.13[理学—有机化学] O623.7[理学—化学]