122570-64-3Relevant academic research and scientific papers
ORGANIC CHEMISTRY IN WATER (PART V) NUCLEOPHILIC ADDITION OF WATER-SOLUBLE PHOSPHINES ON ACTIVATED ALKYNES: AN EFFICIENT SYNTHESIS OF NEW VINYLPHOSPHONIUM SALTS AND OF SPECIFICALLY DEUTERATED OLEFINS.
Larpent, Chantal,Meignan, Gerard,Patin, Henri
, p. 6381 - 6398 (2007/10/02)
Triphenylphosphine m-trisulfonate 1 and triphenylphosphine m-monosulfonate 2 react in water with activated alkynes R-CC-A (A = CO2H, CO2R1, COR2, CHO) affording new vinylphosphonium salts or vinylphosphine oxides or alkenes depending on the pH of the aqueous solution and on the nature of the substituent R.The reactions of 1 or 2 with alkynes bearing an electron-acceptor substituent R give rise to the corresponding trans disubstituted olefins.Specifically mono or dideuterated alkenes are thus obtained in good yields by sequential use of H2O-D2O.When R = H or Alkyl, vinylphosphonium salts or vinylphosphine oxides are quantitatively produced respectively in acidic or in neutral solution.
A NEW SYNTHESIS OF VINYLPHOSPHONIUM SALTS. APPLICATION FOR DEUTERIUM LABELING(1)
Larpent, Chantal,Patin, Henri
, p. 4577 - 4580 (2007/10/02)
Nucleophilic additions of water-soluble phosphines on γ-alcynic acids afford new vinylphosphonium salts which are easily transformed into specifically deuteriated olefins or phosphine oxides by using sequentially H2O or D2O.
