Ytterbium Triflate-Catalyzed Intramolecular Arylative Ring Opening of Arylaminomethyl-Substituted Donor–Acceptor Cyclopropanes: Access to Tetrahydroquinolines

Abstract

The treatment of arylaminomethyl-substituted donor−acceptor cyclopropanes with a catalytic amount of Yb-(OTf) 3 provides expedient access to tetrahydroquinoline derivatives. The transformation proceeds through an intramolecular S N 2type attack of the aminomethyl-containing aryl ring on the cyclopropane ring, leading to the formation of the products as single diastereomers.