Synergistic Brønsted Base/Photoredox-Catalyzed Three-Component Coupling with Malonates to Synthesize δ-Hydroxy Esters and δ-Keto Esters  

作　　者：Ting Li Wei Wang Ming Dong Zhije Zhang Sha Yu Zhengchu Chen Siping Wei Dong Yi 

机构地区：[1]Green Pharmaceutical Technology Key Laboratory of Luzhou City,Central Nervous System Drug Key Laboratory of Sichuan Province,Schoolof Pharmacy,SouthwestMedicalUniversity,Luzhou,Sichuan 646000,China [2]Nuclear Medicine and Molecular Imaging Key Laboratory of Sichuan Province,Luzhou,Sichuan 646000,China

出　　处：《Chinese Journal of Chemistry》2024年第9期957-962,共6页中国化学（英文版）

基　　金：supported by the National Natural Science Foundation of China(Nos.22101237,22171233);the Science and Technology Program of Sichuan Province(No.2022NSFSC1219);the Science and Technology Program of Luzhou City(Nos.2021-SYF-34,2023LZXNYDJ019);and the Open Project Program of Nuclear Medicine and Molecular Imaging Key Laboratory of Sichuan Province(No.HYX21003).

摘　　要：Multicomponent alkene 1,2-dicarbofunctionalizations(DCFs)have emerged as a powerful strategy to rapidly incorporate both two carbon subunits across one C-C double bond in one step for enhancing molecular complexity and diversity.To the best of our knowledge,there is only one report on photoredox-catalyzed three-component DCFs with malonates through the radical−radical cross-coupling,while photoredox-catalyzed radical-polar crossover(RPC)-type DCFs with malonates were still rare.Herein,we describe a redox-neutral RPC-type 1,2-dialkylation of styrenes with malonates and aldehydes through the synergistic Brønsted base/photoredox catalysis system.This transition-metal-free strategy provides an efficient and clean approach to a broad variety ofδ-hydroxy esters and also features exceptionally mild conditions,wide compatibility of substrate scope and functional groups,and high atomic economy.Moreover,three-component 1,2-alkylacylation from the same starting materials was achieved in one-pot manner through such RPC-type coupling and subsequent two-electron oxidation process,providing a set ofδ-keto esters of interest in pharmaceutical research.

关 键 词：Alkene difunctionalization Photoredox catalysis MALONATES Radical reactions C-C coupling Synthetic methods ALDEHYDES ALKYLATION Multicomponentreactions 

分 类 号：O62[理学—有机化学]