Palladium-Catalyzed Three-Component Tandem Process: One-Pot Assembly of Quinazolines

Org Lett. 2018 May 18;20(10):3083-3087. doi: 10.1021/acs.orglett.8b01070. Epub 2018 May 9.

Abstract

The first example of the palladium-catalyzed, three-component tandem reaction of 2-aminobenzonitriles, aldehydes, and arylboronic acids has been developed, providing a new approach for one-pot assembly of diverse quinazolines in moderate to good yields. A noteworthy feature of this method is the tolerance of bromo and iodo groups, which affords versatility for further synthetic manipulations. Preliminary mechanistic experiments indicate that this tandem process involves two possible mechanistic pathways for the formation of quinazolines via catalytic carbopalladation of the cyano group.

Publication types

  • Research Support, Non-U.S. Gov't