Synthesis of Heterocyclic Stable Phosphorus Ylides from Reaction Between Triphenylphosphine and Activated Acetylenic Esters in the Presence of Biological Active NH Heterocyclic Compounds
Malek Taher Maghsoodlou*, Reza Heydari, Norollah Hazeri, Sayyed Mostafa Habibi-Khorassani, Mahmoud Nassiri, Mohammad Amin Kazemian, Jaber Salehzadeh, Mahbobeh Hajizadeh, Marjan Ghasemzadeh and Elaheh MosaddeghDepartment of Chemistry, The University of Sistan and Balouchestan.
Abstract: Triphenylphosphine reacts with dialkyl acetylenedicarboxylates in the presence of biological active NH heterocyclic compounds, such as (2H) -3-pyridazinone, 1-phenyl-3-pyrazolid- inone, 2,4-thiazolinedione, Rhodanine, 4,5,6,7-tetrahydroindazole and 3-methyl- pyrazole to generate stable phosphorus ylides. These compounds exist in solution as a mixture of two geometrical isomers as a result of restricted rotation around the carbon-carbon partical double bond resulting from conjugation of the ylide moiety with the adjacent carbonyl group.
Keywords: Activated acetylenic esters; NH heterocyclic compounds; Triphenyl- phosphine Back to TOC