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.