171561-38-9Relevant academic research and scientific papers
A 'one pot' synthesis of polysubstituted pyridines from metallated alkylphosphonates, nitriles and α,β-unsaturated ketones
Palacios, Francisco,Ochoa De Retana, Ana M. Ochoa,Oyarzabal, Julen
, p. 4577 - 4580 (1996)
A simple and efficient synthesis of polysubstituted pyridines is described. The key step is based on the regioselective addition of lithiated β-enaminophosphonates 5 to unsaturated carbonyl compounds 3. Pyridines 1 can also be obtained in 'one pot' reaction from phosphonates 6 when these compounds are metallated followed by addition of nitriles and unsaturated carbonyl compounds.
Synthesis of 5-Phosphonyl-2(1H)-pyridones from Primary β-Enaminophosphonate and Acetylenic Esters
Palacios, Francisco,Garcia, Jesus,Retana, Ana M Ochoa,Oyarzabal, Julen
, p. 1915 - 1922 (2007/10/02)
Primary β-enaminophosphonates (2) are obtained from metallated diethyl methylphosphonate and nitriles.Reaction of enamines (2) with ethyl propiolate and dimethyl acetylenedicarboxylate yields 1:1 adducts (7) and (8), respectively.Treatment of monoadducts (7) with sodium hydride leads to 5-phosphonyl-2(1H)-pyridones (1).Functionalized enamines (8) undergo thermal cyclocondensation to give pyridones (9).
