Photoredox-Catalyzed Cascade Radical Cyclization of Ester Arylpropiolates with CF 3 SO 2 Cl To Construct 3-Trifluoromethyl Coumarin Derivatives

We report a highly efficient method to construct 3-trifluoromethyl coumarins using CF SO Cl as the trifluoromethyl radical source with ester 3-arylpropiolates. The reaction incorporated a cascade cyclization/dearomatization/ester migration/oxidization/rearomatization process to afford various 3-trif...

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Bibliographic Details
Published inJournal of organic chemistry Vol. 83; no. 15; pp. 8607 - 8614
Main Authors Chen, Long, Wu, Lianlian, Duan, Weijie, Wang, Tao, Li, Letian, Zhang, Keke, Zhu, Jingmei, Peng, Zhi, Xiong, Fei
Format Journal Article
LanguageEnglish
Published United States 03.08.2018
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Summary:We report a highly efficient method to construct 3-trifluoromethyl coumarins using CF SO Cl as the trifluoromethyl radical source with ester 3-arylpropiolates. The reaction incorporated a cascade cyclization/dearomatization/ester migration/oxidization/rearomatization process to afford various 3-trifluoromethyl coumarins under visible light irradiation in good to excellent yields.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.8b00581