Expedient Synthesis of 4-Aryl Quinazoline Analogues via Direct Nucleophilic Arylation of 2-Chloroquinazoline

A practical approach was developed for the synthesis of 4-aryl quinazoline compounds via a one-pot nucleophilic arylation of 2-chloro-quinazoline with aryl lithiums generated in situ, followed by ring oxidation. The obtained adducts 2-chloro 4-aryl quinazolines were further demonstrated as versatile intermediates that undergo a variety of synthetic transformations to provide functionalized quinazoline compounds. The arylation intermediate dihydroquinazoline was also elaborated to novel tricyclic compound dihydroimidazo[2,1-b]quinazolinone