Copper-Catalyzed Multicomponent Domino Reaction of 2-Bromoaldehydes, Benzylamines, and Sodium Azide for the Assembly of Quinazoline Derivatives

J Org Chem. 2016 Apr 1;81(7):3000-6. doi: 10.1021/acs.joc.5b02843. Epub 2016 Mar 16.

Abstract

An efficient three-component domino reaction of 2-bromoaldehydes, benzylamines, and sodium azide has been developed for the synthesis of quinazoline derivatives. This domino process involves copper-catalyzed SNAr, oxidation/cyclization, and denitrogenation sequences. The mild catalytic system enabled the effective construction of three C-N bonds in one operation.

Publication types

  • Research Support, Non-U.S. Gov't