Electrosynthesis of CF3-Substituted Polycyclic Quinazolinones via Cascade Trifluoromethylation/Cyclization of Unactivated Alkene

An atom and step economy cascade trifluoromethylation/cyclization of unactivated alkene with Langlois reagent as a CF3 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 CF3 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.

Automated summary

An atom and step economy cascade trifluoromethylation/cyclization of unactivated alkene with Langlois reagent as a CF3 source is successfully demonstrated. The synthesis of a variety of polycyclic quinazolinones was achieved in 52-81% yields without the requirement of transition metal catalysts or oxidants. The use of Langlois reagent in this strategy provides the advantages of bench-stability, cost-effectiveness, and high efficiency. The gram-scale reaction, broad substrate scope, and good functional group tolerance further confirm the synthetic usefulness of this protocol.