A ONE-POT SYNTHESIS OF POLYSUBSTITUTED PYRIDINES FROM METALATED ALKYLPHOSPHONATES, NITRILES AND ALPHA,BETA-UNSATURATED KETONES

Authors
PALACIOS F DERETANA AMO OYARZABAL J
Citation
F. Palacios et al., A ONE-POT SYNTHESIS OF POLYSUBSTITUTED PYRIDINES FROM METALATED ALKYLPHOSPHONATES, NITRILES AND ALPHA,BETA-UNSATURATED KETONES, Tetrahedron letters, 37(26), 1996, pp. 4577-4580
Citations number
49
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
26
Year of publication
1996
Pages
4577 - 4580
Database
ISI
SICI code
0040-4039(1996)37:26<4577:AOSOPP>2.0.ZU;2-I
Abstract
A simple and efficient synthesis of polysubstituted pyridines is descr ibed. The key step is based on the regioselective addition of lithiate d beta-enaminophosphonates 5 to unsaturated carbonyl compounds 3. Pyri dines 1 can also be obtained in ''one pot'' reaction from phosphonates 6 when these compounds are metallated followed by addition of nitrile s and unsaturated carbonyl compounds. Copyright (C) 1996 Elsevier Scie nce Ltd