Efficient synthesis of stable phosphonate ylides and ‎phosphonate esters: reaction between activated acetylenes and triphenylphosphite in the presence of sulfonamide and heterocyclic NH-acids.
An efficient synthesis of stable phosphonate ylides and phosphonate esters is described via a ‎one-pot reaction between activated acetylenes and triphenylphosphite in the presence of sulfonamides and heterocyclic ‎NH-acids. Single X-ray diffraction analysis and NMR studies were used in characterizing the ylides and phosphonate ester products. Dynamic NMR studies performed on a phosphonate ylide allowed the calculation of the free energy barrier for the inter-conversion between the geometrical isomers (E) and (Z).
Charati
Faramarz Rostami
FR
Faculty of Basic Science, Gonbad Institutes of Higher Education, P. O. Box 163, Gonbad, Iran. f_rostami_ch@yahoo.com
Maghsoodlou
Malek Taher
MT
Habibi-Khorassani
Sayyed Mostafa
SM
Hazeri
Nourallah
N
Ebrahimi
Ali
A
Hossaini
Zinatossadat
Z
Ebrahimi
Pouneh
P
Maleki
Nariman
N
Adhamdoust
Sayyed Reza
SR
Farahani
Fatemeh Vasheghani
FV
Marandi
Ghasem
G
Sobolev
Alexandre
A
Makha
Mohamed
M
D000114:Acetylene / Q000737:chemistry*; D000143:Acids / Q000737:chemistry*; D063065:Organophosphonates / Q000138:chemical synthesis*; D017905:Phosphites / Q000737:chemistry*; D013449:Sulfonamides / Q000737:chemistry*
D000143:Acids; D063065:Organophosphonates; D017905:Phosphites; D013449:Sulfonamides; C013318:triphenyl phosphite; D000114:Acetylene