A sustainable synthesis of 3,3-disubstituted oxindoles via CuBr-catalysed capture of carboxylic oxonium ylides with isatylidene malononitrile  

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作  者:Mengchu Zhang Yukai Li Yuwei Wang Jirong Shu Tianyuan Zhang Dan Zhang Song Cai Taoda Shi Wenhao Hu 

机构地区:[1]Guangdong Chiral Drug Engineering Laboratory,School of Pharmaceutical Sciences,Sun Yat-sen University,Guangzhou,510000,China [2]Shenzhen University Health Science Center,Shenzhen,518060,China

出  处:《Green Synthesis and Catalysis》2024年第3期180-185,共6页绿色合成与催化(英文)

基  金:the National Natural Science Foundation of China(Nos.82003592(TS),92056201(WH)and 82201376(SC));Key-Area Research and Development Program of Guangdong Province(No.2022B1111050003)(WH);Shenzhen Science and Technology Innovation Project(No.20200812143116001)(SC);Basic Research Foundation of Guangdong province(No.2021A1515011129)(SC).

摘  要:We herein reported a sustainable synthesis of 3,3-disubstituted oxindoles via a Michael-type reaction based on the CuBr-catalysed capture of carboxylic oxonium ylides with isatylidene malononitrile.The reaction is characterized by a high atom economy and low economic constraints.The catalyst CuBr could be conveniently recyclized.The products of the reaction were found to be inhibitory against Na ion channels.We expect the reaction to shed the light on synthesis of biologically interesting molecules directed by principles of green chemistry.

关 键 词:Copper catalysis Carboxylic oxonium ylide Sustainable synthesis 

分 类 号:O62[理学—有机化学]

 

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