Green synthesis for diverse bioactive benzo-fused spiroindolines through DBU-catalysed post-Ugi double cyclization

作者全名：Zhao, Shuang; Chen, Mengxiao; Zhou, Wenlu; Ni, Dan; Li, Zhenghua; Nie, Shenyou; He, Yi

作者地址：[Zhao, Shuang; Chen, Mengxiao; Zhou, Wenlu; Ni, Dan; Nie, Shenyou; He, Yi] Inst Life Sci, Minist Educ, Basic Med Res & Innovat Ctr Novel Target & Therape, Chongqing 400016, Peoples R China; [Nie, Shenyou] Chongqing Med Univ, Affiliated Hosp 2, Dept Urol, Chongqing 400016, Peoples R China; [Li, Zhenghua] Westlake Univ, Sch Sci, Zhejiang 310030, Peoples R China

通信作者：Nie, SY; He, Y (通讯作者)，Inst Life Sci, Minist Educ, Basic Med Res & Innovat Ctr Novel Target & Therape, Chongqing 400016, Peoples R China.; Nie, SY (通讯作者)，Chongqing Med Univ, Affiliated Hosp 2, Dept Urol, Chongqing 400016, Peoples R China.

来源：CHEMICAL COMMUNICATIONS

ESI学科分类：CHEMISTRY

WOS号：WOS:001214057200001

JCR分区：Q2

影响因子：4.3

年份：2024

卷号：60

期号：41

开始页：5455

结束页：5458

文献类型：Article

关键词：　

摘要：A metal-free protocol utilizing DBU catalysis for post-Ugi amide-ester exchange and Conia-ene double cyclization has been successfully developed, allowing the synthesis of diverse highly functionalized benzo-fused spiroindolines with anti-cancer activities under mild conditions. Remarkably, this methodology demonstrates promising prospects for green chemistry, as it allows for the preparation of the spiroindolines in water. Control experiments indicate that a crucial role of the cyclic imide, specifically ring rigidification, facilitates the subsequent Conia-ene cyclization. A metal-free protocol utilizing DBU catalysis for post-Ugi amide-ester exchange and Conia-ene double cyclization has been successfully developed, allowing the synthesis of diverse highly functionalized benzo-fused spiroindolines with anti-cancer activities under mild conditions.

基金机构：Research foundation of the Program for Youth Innovation in Future Medicine from Chongqing Medical University [W0045]; High-Level Innovation Platform Project of Chongqing [2022-14]; Innovative Group of Natural Science Foundation of Chongqing [CXQT21016]; National Natural Science Foundation of China [22101235]

基金资助正文：The research project was supported by the research foundation of the Program for Youth Innovation in Future Medicine from Chongqing Medical University (W0045); the High-Level Innovation Platform Project of Chongqing (2022-14); and the Innovative Group of Natural Science Foundation of Chongqing (CXQT21016). Z. L. appreciates the National Natural Science Foundation of China (grant no. 22101235) for the financial support