Anion cascade reactions Ⅲ:Synthesis of 3-isoquinuclidone bridged polycyclic lactams

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外文摘要：Bridged polycyclic lactams are important structural units in organic functional materials,natural products,and pharmaceuticals.A flexible and efficient anion cascade reaction was developed for the preparation of bridged polycyclic lactams from readily available malonamides and 1,4-dien-3-ones.Various highly sub-stituted bridged polycyclic lactams were synthesized in good to excellent yields by tandem nucleophilic sequences in the presence of tBuOK in commercially available EtOH solvent at 60 ℃.Notably,the simple reactions can be run on a gram scale.Mechanistically,bis-Michael addition reaction and hemiaminaliza-tion reactions are involved in the tandem transformation.

外文关键词：

Anion cascade reactions3-IsoquinuclidoneBridged polycyclic lactamsBis-Michael addition reactionHemiaminalization

作者：

Zhiguo Zhang、Bingbing Shi、Xiyang Cao、Nana Ma、Hao Wu、Xingjie Zhang、Guisheng Zhang

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作者单位：

Key Laboratory of Green Chemical Media and Reactions,Ministry of Education,Collaborative Innovation Centre of Henan Province for Green Manufacturing of Fine Chemicals,NMPA Key Laboratory for Research and Evaluation of Innovative Drug,School of Chemistry and Chemical Engineering,Henan Normal University,Xinxiang 453007,China

基金：

国家自然科学基金国家自然科学基金国家自然科学基金高等学校学科创新引智计划(111计划)Excellent Youth Foundation of Henan Scientific Committee中国博士后科学基金河南省自然科学基金Henan Key Laboratory of Organic Functional Molecules and Drug Innovation

项目编号：

217720322187720622101074D170072223004200122019M660173202300410233

出版年：

2024

DOI：

10.1016/j.cclet.2023.109184

中国化学快报(英文版)

中国化学会

中国化学快报(英文版)

CSTPCD

影响因子：0.771

ISSN：1001-8417

年,卷(期)：2024.35(2)

参考文献量97