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Electrosynthesis of CF<sub>3</sub>‐Substituted Polycyclic Quinazolinones via Cascade Trifluoromethylation/Cyclization of Unactivated Alkene

Lei Liu, Wangqin Zhang, Chao Xu, Jiaying He, Zhenhui Xu, Zehui Yang, Fei Ling, Weihui Zhong

2022Advanced Synthesis & Catalysis46 citationsDOI

Abstract

Abstract An atom and step economy cascade trifluoromethylation/cyclization of unactivated alkene with Langlois reagent as a CF 3 source is described. A variety of polycyclic quinazolinones were successfully synthesized in 52–81% yields under transition metal‐ and oxidant‐free conditions. The Langlois reagent used in this strategy as a CF 3 reagent possesses the advantages of bench‐stablity, cost‐effectivity and high‐efficiency. Additionally, gram‐scale reaction, broad substrate scope and good functional group tolerance demonstrated the synthetic usefulness of this protocol. magnified image

Topics & Concepts

TrifluoromethylationChemistryAlkeneReagentCombinatorial chemistryCascadeCascade reactionSubstrate (aquarium)Functional groupOrganic chemistryCatalysisTrifluoromethylChromatographyGeologyAlkylPolymerOceanographyFluorine in Organic ChemistryN-Heterocyclic Carbenes in Organic and Inorganic ChemistryCatalytic C–H Functionalization Methods
Electrosynthesis of CF<sub>3</sub>‐Substituted Polycyclic Quinazolinones via Cascade Trifluoromethylation/Cyclization of Unactivated Alkene | Litcius