An expeditious approach to 1-aminoisoquinolines via an unexpected reaction of 2-alkynylbenzaldoxime, carbodiimide, with bromine

A three-component reaction of 2-alkynylbenzaldoxime, carbodiimide, and bromine provides a novel and efficient approach to functionalized 1-aminoisoquinolines. This unexpected reaction proceeds through electrophilic cyclization, [3+2] cycloaddition, rearrangement and hydrolyzation.