3,5-Dibenzylidene-1-isopropy1-4-piperidinone (1) reacts with cyanothioacetamide to give 1,6-naphthyridine-2(1H) thione derivative 2. Reaction of 2 with halo ketones or halo esters followed by ring closure gives thieno[2,3-b][1,6]naphthyridine derivatives 5a—i, which are used as versatile intermediates in the synthesis of related heterocyclic ring systems as pyrimidothienonaphthyridines 10, 11, 14, and 15, oxazinothienonaphthyridine (13) and triazinothienonaphthyridine (9).

3,5-Dibenzylidene-1-isopropy1-4-piperidinone (1) reacts with cyanothioacetamide to give 1,6-naphthyridine-2(1H) thione derivative 2. Reaction of 2 with halo ketones or halo esters followed by ring closure gives thieno[2,3-b][1,6]naphthyridine derivatives 5a—i, which are used as versatile intermediates in the synthesis of related heterocyclic ring systems as pyrimidothienonaphthyridines 10, 11, 14, and 15, oxazinothienonaphthyridine (13) and triazinothienonaphthyridine (9).

3,5-Dibenzylidene-1-isopropy1-4-piperidinone (1) reacts with cyanothioacetamide to give 1,6-naphthyridine-2(1H) thione derivative 2. Reaction of 2 with halo ketones or halo esters followed by ring closure gives thieno[2,3-b][1,6]naphthyridine derivatives 5a—i, which are used as versatile intermediates in the synthesis of related heterocyclic ring systems as pyrimidothienonaphthyridines 10, 11, 14, and 15, oxazinothienonaphthyridine (13) and triazinothienonaphthyridine (9).

It is well known that pyrazolone derivatives possess antifungal and antibacterial activities. Pyrazole and isoxazole derivatives are widely used in medicinal chemistry. In continuation of our work on the synthesis of heterocycles containing the quinoline moiety we synthesized different heterocyclic sulfones related to quinolinol

Ethyl 3-cyano-4,6-diphenyl-2-pyridylthioacetate (II) yielded with hydrazine hydrate hydrazides III, IV that both proved to be versatile compounds for the synthesis of new heterocyclic derivatives. Thus the thieno[2,3-bpyridine derivatives Xa - Xd and XIIa - XIId were obtained