An operationally facile O−H insertion followed by intramolecular rearrangement was illustrated with Rh-azavinyl carbenes to access biologically relevant 2-aminoquinolines and 1-aminoisoquinolines.

Abstract

Herein, we developed an efficient approach to access biologically relevant 2-aminoquinolines and 1-aminoisoquinolines from readily available N-sulfonyl-1,2,3-triazoles and 2-quinolones or 1-isoquinolones. This transformation involves the selective O−H insertion of these derivatives onto the in situ generated Rh-azavinyl carbenes (Rh-AVC) followed by rearrangement. The reaction proceeds smoothly under operationally simple conditions and the protocol was found to be scalable.