Metal-free intramolecular transannulation of N,3-diaryloxirane-2-carboxamides: a concise and versatile route to 3-arylquinolin-2(1H)-ones

Add time:09/08/2019    Source:sciencedirect.com

A novel metal-free transannulation reaction of readily available N,3-diaryloxirane-2-carboxamides has been demonstrated as a simple efficient route to 3-arylquinolin-2(1H)-ones. The reaction involves one-pot acid-catalyzed Meinwald rearrangement and intramolecular Friedel–Crafts alkylation processes. This novel approach features not only metal-free bond formation but also an exclusive 1,2-aryl migration.

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