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Visible Light Promotes Cascade Trifluoromethylation/Cyclization, Leading to Trifluoromethylated Polycyclic Quinazolinones, Benzimidazoles and Indoles

Ransong Ma, Yuanyuan Ren, Zhoubin Deng, Ke‐Hu Wang, Junjiao Wang, Danfeng Huang, Yulai Hu, Xiaobo Lv

2022Molecules27 citationsDOIOpen Access PDF

Abstract

Efficient visible-light-induced radical cascade trifluoromethylation/cyclization of inactivated alkenes with CF3Br, which is a nonhygroscopic, noncorrosive, cheap and industrially abundant chemical, was developed in this work, producing trifluoromethyl polycyclic quinazolinones, benzimidazoles and indoles under mild reaction conditions. The method features wide functional group compatibility and a broad substrate scope, offering a facile strategy to pharmaceutically produce valuable CF3-containing polycyclic aza-heterocycles.

Topics & Concepts

TrifluoromethylationChemistryCombinatorial chemistryTrifluoromethylCascadeCascade reactionOrganic chemistryCatalysisChromatographyAlkylFluorine in Organic ChemistryRadical Photochemical Reactions
Visible Light Promotes Cascade Trifluoromethylation/Cyclization, Leading to Trifluoromethylated Polycyclic Quinazolinones, Benzimidazoles and Indoles | Litcius