SYNTHESIS OF SOME NEW THIENO[2,3-B][1,6]NAPHTHYRIDINES AND RELATED-COMPOUNDS

Authors
GEIES AA ABDELHAFEZ AA LANCELOT JC ELKASHEF HS
Citation
Aa. Geies et al., SYNTHESIS OF SOME NEW THIENO[2,3-B][1,6]NAPHTHYRIDINES AND RELATED-COMPOUNDS, Bulletin of the Chemical Society of Japan, 66(12), 1993, pp. 3716-3723
Citations number
10
Categorie Soggetti
Chemistry
Journal title
Bulletin of the Chemical Society of Japan → ACNP
ISSN journal
00092673
Volume
66
Issue
12
Year of publication
1993
Pages
3716 - 3723
Database
ISI
SICI code
0009-2673(1993)66:12<3716:SOSNTA>2.0.ZU;2-C
Abstract
3,5-Dibenzylidene-1-isopropyl-4-piperidinone (1) reacts with cyanothio acetamide to give 1,6-naphthyridine-2(1H) thione derivative 2. Reactio n 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, oxazinothi enonaphthyridine (13) and triazinothienonaphthyridine (9).