Efficient synthesis of stable phosphonate ylides and phosphonate esters: Reaction between activated acetylenes and triphenylphosphite in the presence of sulfonamide and heterocyclic NH-Acids

Autor:	Ghasem Marandi, Mohamed Makha, Ali Ebrahimi, Nourallah Hazeri, Faramarz Rostami Charati, Sayyed Mostafa Habibi-Khorassani, Pouneh Ebrahimi, Malek Taher Maghsoodlou, Sayyed Reza Adhamdoust, Fatemeh Vasheghani-Farahani, Zinatossadat Hossaini, Alexandre N. Sobolev, Nariman Maleki
Předmět:	chemistry.chemical_classification Sulfonamides Phosphites Acetylene Organic Chemistry Organophosphonates General Medicine Phosphonate Computer Science Applications Sulfonamide chemistry.chemical_compound chemistry Ylide Drug Discovery Organic chemistry Acids Cis–trans isomerism
Zdroj:	Scopus-Elsevier University of Western Australia
Popis:	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).
Databáze:	OpenAIRE
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