Oxidative spirolactonisation for modular access of γ-spirolactones via a radical tandem annulation pathway  

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作  者:Jindian Duan Xiaojuan Ding Pui Ying Choy Binyan Xu Luchao Li Hong Qin Zheng Fang Fuk Yee Kwong Kai Guo 

机构地区:[1]College of Biotechnology and Pharmaceutical Engineering,State Key Laboratory of Materials-Oriented Chemical Engineering,Nanjing Tech University,Nanjing 211816,China [2]Department of Chemistry and State Key Laboratory of Synthetic Chemistry,The Chinese University of Hong Kong,Hong Kong,China

出  处:《Chinese Chemical Letters》2024年第10期249-252,共4页中国化学快报(英文版)

基  金:the National Natural Science Foundation of China(No.22078150);the Natural Science Foundation of Jiangsu Province,Frontier Project(No.BK20212003)for their financial support;the RGC of Hong Kong(No.14308922);the Guangdong Research Fund(No.2022A1515010955);CUHK Direct Grant(No.4053559)。

摘  要:An oxidative annulation of 2-arylidene-1,3-indanediones with Meldrum's acid has been developed for the divergent syntheses of spirolactones with a spirocenter located at theγ-position with respect to the carbonyl group.This heteroannulation protocol tolerates various functional groups and delivers moderate-to-good product yields.Interestingly,the reaction outcomes are exclusively controlled by the reaction oxidant/medium.This annulation strategy can also be executed in the flow system with decent product yields.Control experiments revealed that the reaction proceeds via a radical tandem annulation pathway.

关 键 词:Spirolactonisation y-Spirolactones 2-Arylidene-1 3-indanediones Meldrum's acid Divergentsynthesis 

分 类 号:O621.3[理学—有机化学]

 

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