A Convenient Synthesis of Some New Indeno[1,2-b]Pyridines and Indeno[1,2-b] Thieno[3,2-e]Pyridine Derivatives with Potential Biological Activity

Abstract

3-Cyano-5-oxo-4(2-thienyl)-indeno[1,2-b]pyridin-2-[1H]thione 3 was prepared from indanone 1 with arylidene cyanoacetamide or from arylideneindanone 2 with cyanoacetamide. S-Alkylation of 3 with halogenated compounds afforded compounds 4a–h . Compounds 4d–h underwent ring closure with sodium ethoxide to produce indenothienopyridines 5 _a–e , respectively. Treatment of 3 using ethylchoroacetate or chloroacetone gave compounds 6 and 7 , respectively. Compounds 5a and 5d were reacted with carbon disulphide in pyridine to give compounds 8a and 8b . Most of the synthesized compounds were screened in vitro for their antimicrobial activities against four species of bacteria and six species of fungi using Chloramphenicol (5%) and Terbinafine (5%) as a standard.

Keywords:

• Indenopyridines
• indenopyridothie-nopyrimidines
• indenothienopyridines