One-pot Synthesis of 1,6-Naphthyridines, Pyranopyridines and Thiopyranopyridines

Fatma K. Abdel-Wadood, Maisa I. Abdel-Monem, Atiat M. Fahmy, Ahmed A. Geies
2008 Zeitschrift für Naturforschung. B, A journal of chemical sciences  
A one-step synthesis of [1,6]naphthyridine-2(1H)-thione (3a), pyrano[3,4-b]pyridine-2(1H)- thione (3b), thiopyrano[3,4-b]pyridine-2(1H)-thione (3c) and 6-oxoquinoline-2(1H)-thione (3d) through the reaction of benzylidene-cyanothioacetamide (1) with cyclic ketones 2a−d is described. The reaction of 3a−d with organyl chlorides yielded the 2-alkylthio-3-cyanopyridines 4a−p which upon refluxing in ethanolic sodium ethoxide afforded the thieno[2,3-b]pyridine derivatives 5a−n. Some of the synthesized
more » ... compounds were screened for the activity against bacteria and fungi.
doi:10.1515/znb-2008-0314 fatcat:6or6g2q3x5corppxi2z6lenjd4