Quinazolines [a]-annelated by Five-Membered Heterocycles: Synthesis and Biological Activity

This review covers article and patent data obtained mostly within the period 2013−2024 on the synthesis and biological activity of quinazolines [a]-annelated by five-membered heterocycles. Pyrrolo-, (iso)indolo-, pyrazolo-, indazolo-, (benz)imidazo-, (benz)thiazolo- and triazolo- [a]quinazoline systems have shown multiple potential activities against numerous targets. We highlight that most research efforts are directed to design of anticancer, antibacterial, anti-inflammatory and other agents of azolo[a]quinazoline nature. This review emphases both on the medicinal chemistry aspects of pyrrolo[a]-, (iso)indolo[a]- and azolo[a]quinazolines and comprehensive synthetic strategies of quinazolines annelated at N(1)–C(2) bond in the perspective of drug development and discovery.