Some cyclization reactions with 4-thiohydantoin: Synthesis of some novel thiopyranoimidazoles, thienoimidazoles and imidazoquinolines and some metal complexes with biological interest

4-Thiohydantoin (II) with chloroacetic acid, chloroacetanilides and cyanothioformamides gave thieno[2,3-d]imidazoles (IV, V and IX), respectively. alpha,beta -Unsaturated nitriles and anthranilic acids reacted with (II) to produce thiopyrano[2,3-d]imidazoles (III) and imidazo[4,5-b]quinolines (VII). Some metal complexes were prepared and the antimicrobial activity of some selected compounds was also reported.