1378030-79-5Relevant articles and documents
A novel, rapid and green method of phosphorylation under ultrasound irradiation and catalyst free conditions
Bouzina, Abdeslem,Belhani, Billel,Aouf, Nour-Eddine,Berredjem, Malika
, p. 46272 - 46275 (2015/06/08)
The phosphorylation reaction of various N-acylamines, N-acylaminoesters N-acylaminoalcohols and N-acylsulfonamides with trimethylphosphite or triethylphosphite was effectively promoted under ultrasound irradiation, solvent and catalyst free conditions to produce the corresponding amidophosponate. This rapid method produced the products in short reaction times (5-15 min) and excellent yields (75-90%). This technique at a frequency of 40 kHz, strongly accelerates the process of formation of P-C bonds compared to the classic Arbuzov reaction. This journal is
Practical and efficient synthesis of chiral 2,4-disubstituted oxazolines from β-phosphonoamides
Avalos-Alanis, Francisco G.,Hernandez-Fernandez, Eugenio,Hernandez-Romero, Rocio,Lopez-Cortina, Susana,Ordonez, Mario,Garcia-Barradas, Oscar,Lagunas-Rivera, Selene
, p. 156 - 162 (2014/02/14)
Herein we report a practical and efficient method for the synthesis of optically active 2,4-disubstituted oxazolines (S)-1a-h in good to excellent yields. The target compounds were prepared in good yield through the Horner-Wadsworth-Emmons reaction of β-phosphonoamide 3 bearing l-phenylalaninol with commercially available aryl aldehydes followed by the cyclodehydration of the corresponding N-(cinnamoyl)-(S)-phenylalaninol derivatives (S)-2a-h. Additionally, the cyclodehydration of β- phosphonoamide (S)-3 followed by the Horner-Wadsworth-Emmons reaction of β-phosphono-oxazoline (S)-4 with aryl aldehydes also gave the 2,4-disubstituted oxazolines (S)-1a-h.
Efficient method for the synthesis of α-amidophosphonates via the michaelis-arbuzov reaction
Lakoud, Samia Guezane,Berredjem, Malika,Aouf, Nour-Eddine
experimental part, p. 762 - 768 (2012/07/03)
A new series of modified β-amidophosphonates (or β- ketophosphonate) was synthesized by an efficient method, starting from aminoesters and chloroacetyl chloride. We have established that chloroacetyl chloride is a suitable reagent allowing the introduction a halogen moiety for the Arbuzov reaction. The α-amidophosphonates were prepared in two steps (acetylation, phosphorylation). Supplemental materials are available for this article. Go to the publisher's online edition of Phosphorus, Sulfur, and Silicon and the Related Elements to view the free supplemental file. Copyright