Synthesis of functionalized 1-aminoisoquinolines through cascade three-component reaction of ortho -alkynylbenzaldoximes, 2 H -azirines, and electrophiles.

We have developed a new three-component approach using ortho -alkynylbenzaldoximes involving the formation of a cyclic nitrone in the presence of Br 2 or ICl for the synthesis of 1-aminoisoquinolines via cascade 6- endo -cyclization, 1,3-dipolar cycloaddition reaction with 2 H -azirines, and ring-opening reaction sequences. The broad range of structurally diverse products, good to high yields, high atom-economy and high bond-formation efficiency make this method an attractive alternative for the synthesis of 1-aminoisoquinolines.