Deoxygenative C2-heteroarylation of quinoline N-oxides: facile access to α-triazolylquinolines

Abstract

A metal- and additive-free, highly efficient, step-economical deoxygenative C2-heteroarylation of quinolines and isoquinolines was achieved from readily available N-oxides and N-sulfonyl-1,2,3-triazoles. A variety of α-triazolylquinoline derivatives were synthesized with good regioselectivity and in excellent yields under mild reaction conditions. Further, a gram-scale and one-pot synthesis illustrated the efficacy and simplicity of the developed protocol. The current transformation was also found to be compatible for the late-stage modification of natural products.

Keywords

• amination
• heteroarylation
• quinoline n-oxides
• regioselective
• triazoles