新型异吲哚啉酮螺苯并吡喃类化合物的合成  

Synthesis of Novel Isoindolinone Spirobenzopyran Compounds

作　　者：李文哲 李敏[1,2] 张晓梅 LI Wenzhe;LI Min;ZHANG Xiaomei(Chengdu Institute of Organic Chemistry,Chinese Academy of Sciences,Chengdu 610041,China;University of Chinese Academy of Sciences,Beijing 100049,China;Department of Chemistry,Xihua University,Chengdu 610039,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]中国科学院大学,北京100049 [3]西华大学化学系,四川成都610039

出　　处：《合成化学》2025年第3期153-159,共7页Chinese Journal of Synthetic Chemistry

基　　金：四川省自然科学基金资助项目(24NSFSC0214)。

摘　　要：异吲哚啉酮螺环化合物的合成是一项具有挑战性的研究课题。本文以α-(3-异吲哚啉基)炔丙醇与芝麻酚作为原料,在三氟甲磺酸锌的催化下,以77%~99%的收率首次合成了一系列新型异吲哚啉酮螺苯并吡喃类化合物(3a~3k)。为了证明该反应的合成潜力,将反应规模进行了20倍放大,并进行了产物的转化。该类化合物的合成进一步丰富了异吲哚啉酮螺环化合物的种类,具有重要的研究意义。最后对这些化合物的结构进行了^(1)H NMR,^(13)C NMR和HR-MS(ESI)表征。The synthesis of spiro-isoindolinone is one of the challenging research topics.A series of novel isoindolinone spirobenzopyran compounds(3a~3k)were synthesized for the first time with 77%~99%yields usingα-(3-isoindolinonyl)propargylic alcohols and sesamol as starting materials,catalyzed by zinc trifluoromethanesulfonate.To demonstrate the synthetic potential of the reaction,a scaling up of 20 times experiment was conducted,and the yield was well maintained.Transformation experiment was conducted.The synthesis of such compounds further enriches the types of spiro-isoindolinone,and has important research value.Finally,the structures were characterized by ^(1)H NMR,^(13)C NMR,and HR-MS(ESI).

关 键 词：(3-异吲哚啉基)炔丙醇 三氟甲磺酸锌 联二烯 螺环异吲哚啉酮 芝麻酚 

分 类 号：O626.29[理学—有机化学]