SYNTHESIS OF 5-PHOSPHONYL-2(1H)-PYRIDONES FROM PRIMARY BETA-ENAMINOPHOSPHONATE AND ACETYLENIC ESTERS

Authors
PALACIOS F GARCIA J DERETANA AMO OYARZABAL J
Citation
F. Palacios et al., SYNTHESIS OF 5-PHOSPHONYL-2(1H)-PYRIDONES FROM PRIMARY BETA-ENAMINOPHOSPHONATE AND ACETYLENIC ESTERS, Heterocycles, 41(9), 1995, pp. 1915-1922
Citations number
35
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Heterocycles → ACNP
ISSN journal
03855414
Volume
41
Issue
9
Year of publication
1995
Pages
1915 - 1922
Database
ISI
SICI code
0385-5414(1995)41:9<1915:SO5FPB>2.0.ZU;2-S
Abstract
Primary beta-enaminophosphonates (2) are obtained from metallated diet hyl methylphosphonate and nitriles. Reaction of enamines (2) with ethy l propiolate and dimethyl acetylenedicarboxylate yields 1:1 adducts (7 ) and (8), respectively. Treatment of monoadducts (7) with sodium hydr ide leads to 5-phosphonyl-2(1H)-pyridones (1). Functionalized enamines (8) under go thermal cyclocondensation 1 to give pyridones (9).