γ-Hydroxy acid has widespread applications in materials,pharmaceuticals,food industries and organic synthesis.In this context,the CO_(2)-involved multi-component reaction of the C-C unsaturated bond represents one of...γ-Hydroxy acid has widespread applications in materials,pharmaceuticals,food industries and organic synthesis.In this context,the CO_(2)-involved multi-component reaction of the C-C unsaturated bond represents one of the most promising strategies for preparingγ-hydroxy acids from readily available feedstocks in one step.However,current reports mainly rely on the utilization of limited-access reagents and even stoichiometric metal catalysts,which suppress their application.Herein,we describe a novel example of γ-hydroxy acids enabled by photocatalyzed carboxylative alkylation of styrenes with easy-access aliphatic aldehydes and CO_(2).This protocol offers a facile tool to furnish a variety of γ-hydroxy acids with good functional group compatibility and can be further applied to the late-stage modification of biomolecules,as well as ligation of drug fragments.The developed reaction can be seamlessly scaled up using flow technology,rendering its practicality.Additionally,this platform enables the downstream synthesis of furan-2(5H)-one 67,which shows attractive anti-cancer efficacy against a set of tumor cells,further highlighting the significance of our protocol.展开更多
基金supported by the“Thousand Talents Plan”Youth Programthe National Natural Science Foundations of China(22101136,22478200)+1 种基金the Fundamental Research Funds for the Central Universities(DUT23LAB612,DUT25RC(3)049)the Foundation of Guizhou Educational Committee(qianjiaoji[2023]088)。
文摘γ-Hydroxy acid has widespread applications in materials,pharmaceuticals,food industries and organic synthesis.In this context,the CO_(2)-involved multi-component reaction of the C-C unsaturated bond represents one of the most promising strategies for preparingγ-hydroxy acids from readily available feedstocks in one step.However,current reports mainly rely on the utilization of limited-access reagents and even stoichiometric metal catalysts,which suppress their application.Herein,we describe a novel example of γ-hydroxy acids enabled by photocatalyzed carboxylative alkylation of styrenes with easy-access aliphatic aldehydes and CO_(2).This protocol offers a facile tool to furnish a variety of γ-hydroxy acids with good functional group compatibility and can be further applied to the late-stage modification of biomolecules,as well as ligation of drug fragments.The developed reaction can be seamlessly scaled up using flow technology,rendering its practicality.Additionally,this platform enables the downstream synthesis of furan-2(5H)-one 67,which shows attractive anti-cancer efficacy against a set of tumor cells,further highlighting the significance of our protocol.
