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

Author:

Abdel-Wadood Fatma K.1,Abdel-Monem Maisa I.1,Fahmy Atiat M.1,Geies Ahmed A.1

Affiliation:

1. Chemistry Department, Faculty of Science, Assiut University, Assiut 71516, Egypt

Abstract

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 compounds were screened for the activity against bacteria and fungi.

Publisher

Walter de Gruyter GmbH

Subject

General Chemistry

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