Visible-light-induced cascade radical cyclization of aryl alkynoates with fluoroalkyl carboxylic anhydrides to construct fluoroalkylated coumarins - Details

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Abstract：

We　herein　described　an　efficient　and　practical　protocol　for　radical　cyclization　of　aryl　alkynoates　to　access　3-fluoroalkyl-substituted　coumarins　using　readily　available,　easy-to-handle　and　low-cost　fluoroalkyl　carboxylic　anhydride　as　fluoroalkyl　source.　This　method　is　featured　by　its　generally　applicable　to　several　kinds　of　fluoroalkyl　carboxylic　anhydrides　including　difluoromethy1,　trifluoromethyl,　pentafluoroethyl,　heptafluoropropyl　and　chlorodifluoromethyl,　as　well　as　a　good　functional　group　tolerance　with　respect　to　a　wide　variety　of　aryl　alkynoates.　This　reaction　was　triggered　by　addition　of　fluoroalkyl　radical　to　the　triple　bond　of　alkynoates,　followed　by　a　cascade　5-exo　cyclization/oxidization/1,2-ester　migration/rearomatization　process.　©　2025　Fudan　University

Keyword：

Coumarin derivatives Fluoroalkyl anhydride Fluoroalkylation Photocatalysis Radical cyclization

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[ 1 ] [Shen L.]College of Chemistry, Fuzhou University, Fujian, Fuzhou, 350108, China
[ 2 ] [Shen L.]State Key Laboratory of Structural Chemistry, Fujian Science & Technology Innovation Laboratory for Optoelectronic Information of China, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, 155 Yangqiao Road West, Fuzhou, 350002, China
[ 3 ] [Shen L.]Fujian College, University of Chinese Academy of Sciences, Fuzhou, 350002, China
[ 4 ] [Liang P.]State Key Laboratory of Structural Chemistry, Fujian Science & Technology Innovation Laboratory for Optoelectronic Information of China, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, 155 Yangqiao Road West, Fuzhou, 350002, China
[ 5 ] [Liang P.]Fujian College, University of Chinese Academy of Sciences, Fuzhou, 350002, China
[ 6 ] [Liu Y.]State Key Laboratory of Structural Chemistry, Fujian Science & Technology Innovation Laboratory for Optoelectronic Information of China, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, 155 Yangqiao Road West, Fuzhou, 350002, China
[ 7 ] [Liu Y.]Fujian College, University of Chinese Academy of Sciences, Fuzhou, 350002, China
[ 8 ] [Zhu X.]State Key Laboratory of Structural Chemistry, Fujian Science & Technology Innovation Laboratory for Optoelectronic Information of China, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, 155 Yangqiao Road West, Fuzhou, 350002, China
[ 9 ] [Zhu X.]Fujian College, University of Chinese Academy of Sciences, Fuzhou, 350002, China
[ 10 ] [Yang F.]State Key Laboratory of Structural Chemistry, Fujian Science & Technology Innovation Laboratory for Optoelectronic Information of China, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, 155 Yangqiao Road West, Fuzhou, 350002, China
[ 11 ] [Yang F.]Fujian College, University of Chinese Academy of Sciences, Fuzhou, 350002, China
[ 12 ] [Zhang M.]College of Chemistry, Fuzhou University, Fujian, Fuzhou, 350108, China
[ 13 ] [Zhang M.]State Key Laboratory of Structural Chemistry, Fujian Science & Technology Innovation Laboratory for Optoelectronic Information of China, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, 155 Yangqiao Road West, Fuzhou, 350002, China
[ 14 ] [Zhang M.]Fujian College, University of Chinese Academy of Sciences, Fuzhou, 350002, China
[ 15 ] [Su W.]College of Chemistry, Fuzhou University, Fujian, Fuzhou, 350108, China
[ 16 ] [Su W.]State Key Laboratory of Structural Chemistry, Fujian Science & Technology Innovation Laboratory for Optoelectronic Information of China, Fujian Institute of Research on the Structure of Matter, Chinese Academy of Sciences, 155 Yangqiao Road West, Fuzhou, 350002, China
[ 17 ] [Su W.]Fujian College, University of Chinese Academy of Sciences, Fuzhou, 350002, China

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Source ：

Green Synthesis and Catalysis

ISSN： 2666-5549

Year： 2025

8 . 3 0 0

JCR@2023

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ESI Highly Cited Papers on the List： 0 Unfold All

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30 Days PV： 1

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