A new and convenient synthesis of 2-Imino-2H-pyrancarboxaldehydes from beta-ketoamides using Vilsmeier reagent

Authors
Amaresh, RR Perumal, PT
Citation
Rr. Amaresh et Pt. Perumal, A new and convenient synthesis of 2-Imino-2H-pyrancarboxaldehydes from beta-ketoamides using Vilsmeier reagent, TETRAHEDRON, 55(26), 1999, pp. 8083-8094
Citations number
30
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
26
Year of publication
1999
Pages
8083 - 8094
Database
ISI
SICI code
0040-4020(19990625)55:26<8083:ANACSO>2.0.ZU;2-X
Abstract
The synthesis of previously unreported 2-arylimino-2H-pyrancarboxaldehydes is achieved by the treatment of Vilsmeier reagent with N-arylacetoacetamide s. 2-N-Alkyl and the parent 2-imino-2H-pyrancarboxaldehyde derivatives are synthesized from the corresponding acetoacetamide derivatives. A possible m echanism for the formation of 2-imino-2H-pyrancarboxaldehyde is discussed. (C) 1999 Elsevier Science Ltd. AII rights reserved.