Potential of substituted quinazolines to interact with multiple targets in the treatment of cancer

Efficient N-arylation of 4-chloroquinazolines en route to novel 4-anilinoquinazolines as potential anticancer agents

“…Given that 4-anilinoquinazolines are potential antitumor agents, several synthetic methodologies have been developed to prepare these compounds. Amination using primary [6,[8][9][10][11][12][13] or secondary [14][15][16] amines and 4-chloroquinazolines is among the most employed procedures.…”

“…These limitations can be overcome by using microwave irradiation [12,13,[18][19][20], which promotes fast and efficient anilination reactions when a wide range of anilines bearing both electron-donating and electron-withdrawing groups are employed as nucleophiles (Scheme 1b) [12,13]. Moreover, 4-anilinoquinazolines can be prepared from N-methylanilines under basic [14] or acidic [15,16] (Scheme 1c) conditions. Due to our interest in the functionalization of aromatic and heterocyclic compounds of medicinal relevance [21][22][23][24][25][26], we recently reported the preparation of an iodo-substituted analog of the anticancer agent verubulin.…”