Several thieno[2,3-b]quinolines 6a-i have been synthesized. These compounds were used as key intermediates in the synthesis of oxazino[4,5:4,5]thieno[2,3-b]quinoline 8, pyrimido[4,5:4,5]-thieno[2,3-b]quinolines 9-12, triazino[4,5:4,5]thieno[2,3-b] quinolines 14 and imidazo[4,5:4,5]-thieno[2,3-b]quinolines 17.

Several thieno[2,3-b]quinolines 6a-i have been synthesized. These compounds were used as key intermediates in the synthesis of oxazino[4,5:4,5]thieno[2,3-b]quinoline 8, pyrimido[4,5:4,5]-thieno[2,3-b]quinolines 9-12, triazino[4,5:4,5]thieno[2,3-b] quinolines 14 and imidazo[4,5:4,5]-thieno[2,3-b]quinolines 17.

The reaction of 1 or its corresponding chalcones 3a-c with hydroxylamine in boiling pyridine gave the oximes 2 or 5a-c respectively in almost quantitative yield. When both 2 and 5a-c were reacted with phenylisothiocyanate, the corresponding thiocarbamates 4 and 6a-c were achieved. A new series of pyrazolyloxy 7a-f, isoxazolyloxy 8a-c, pyrimidyloxy 9a-f and pyridyloxy 10a,b quinolines were obtained from the reaction of 3a-c with hydrazines, hydroxylamine, urea, thiourea and malononitrile respectively. The in vitro antibacterial and antifungal activity were screened for all the compounds prepared, some of the compounds tested showed interesting results