Visible-Light-Driven, Photoredox-Catalyzed Cascade of ortho-Hydroxycinnamic Esters To Access 3-Fluoroalkylated Coumarins

Visible-Light-Driven, Photoredox-Catalyzed Cascade of ortho-Hydroxycinnamic Esters To Access 3-Fluoroalkylated Coumarins
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可见光驱动、光氧化还原催化级联的邻羟基肉桂酸酯制备 3-氟烷基化香豆素

DOI:
10.1021/acs.joc.9b00715
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发表时间:
2019
影响因子:
3.6
通讯作者:
Yang Hua
Yang Hua
中科院分区:
化学2区
文献类型:
--
作者:
Song Dan;Wang Chao Ming;Ye Zhi Peng;Xia Peng Ju;Deng Zhi Xiong;Xiao Jun An;Xiang Hao Yue;Yang Hua

文献摘要

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开发了一种通过光氧化还原催化级联反应实现对羟基肉桂酸酯的二氟/全氟烷基化反应的通用而直接的方法,以获得多种3-氟烷基化香豆素。该方法具有合成设计一体化、操作简便、反应条件温和、底物范围广等特点。此外,还成功地实现了以市售水杨醛为原料的一锅法合成3-氟烷基化香豆素。
A general and straightforward protocol for di-/perfluoroalkylation ofortho-hydroxycinnamic esters via a photoredox-catalyzed cascade was developed to access a variety of 3-fluoroalkylated coumarins. This method was characterized by all-in-one synthetic design, simplified operation, mild reaction conditions, and broad substrate scope. Moreover, a sequential one-pot procedure starting from commercially available salicylaldehyde was also successfully realized to synthesize 3-fluoroalkylated coumarins.