Synthesis and evaluation of thieno[2,3-d]pyrimidin-4(3H)-ones as potential antitubercular agents

Abstract

Thieno[2,3-d]pyrimidin-4(3H)-ones with structures 11–38 were synthesized and some of them were found to be potent inhibitors of Mycobacterium tuberculosis H37Ra and/or Mycobacterium bovis BCG and non-toxic to human cell lines.

One-Step Synthesis of Thieno[2,3-d]pyrimidin-4(3H)-ones via a Catalytic Four-Component Reaction of Ketones, Ethyl Cyanoacetate, S8, and Formamide

“…Currently, the best reported synthesis of thieno­[2,3- d ]­pyrimidin-4­(3 H )-ones requires stoichiometric catalysts and multiple steps, including a Knoevenagel condensation, followed by a Gewald reaction, and heat-promoted cyclization. − To improve the synthetic efficiency of this reaction, we envisioned coupling the three steps into a one-pot synthesis (Scheme ). This four-component reaction of a ketone, ethyl cyanoacetate, S 8 , and formamide is predicted to have the advantage of a multicomponent reaction (MCR), including no intermediate isolation and a single purification step, which would be a greener synthetic strategy than what is currently available. − …”