An easy strategy for the synthesis of 5-phosphorylated pyrimidin-2,4-diones from beta-phosphine oxide and phosphonate enamines

Authors
Palacios, F Aparicio, D de Retana, AMO De los Santos, JM Garcia, J Oyarzabal, J
Citation
F. Palacios et al., An easy strategy for the synthesis of 5-phosphorylated pyrimidin-2,4-diones from beta-phosphine oxide and phosphonate enamines, TETRAHEDRON, 55(10), 1999, pp. 3105-3116
Citations number
47
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
10
Year of publication
1999
Pages
3105 - 3116
Database
ISI
SICI code
0040-4020(19990305)55:10<3105:AESFTS>2.0.ZU;2-C
Abstract
An easy and efficient synthesis of pyrimidin-2,4-diones substituted with a phosphine oxide or phosphonate group in the 5-positionis described. The key step is the cyclization of functionalized amides, with ethyl chloroformate in the presence of base. In the same way, functionalized thioamides afford ed substituted 5-phosphorylated 2-oxo-pyrimidin-4-thiones. (C) 1999 Elsevie r Science Ltd. All rights reserved.