New thienoyl-substituted pyrrolo[1,2-c]quinazoline derivatives

Abstract

By the reaction of quinazoline with ω-bromo-2-acethylthiophene in methanol followed by treatment of the intermediate mixture of quaternary salts with unsymmetrical activated alkynes in propenoxide, 3-(2-thienoyl)pyrrolo[1,2- c]quinazoline derivatives were obtained. 3-(2-Thienoyl)-pyrrolo[1,2-c] quinazolines were also obtained by an alternative one-pot procedure directly from quinazoline, ω-bromo-2-acetylthiophene and unsymmetrical activated alkynes in propenoxide, by one-pot, multi-step sequences of reactions. Heating the same mixture of quinazolinium salts in the presence of the strong base 1-(2-thienoyl)-2-(2-thienyl)pyrrolo[1,2-c]quinazoline, an interesting inactivation product of the intermediate quinazolinium-3-thienoylmethylide was obtained. ©ARKAT-USA, Inc.