953077-71-9Relevant academic research and scientific papers
An innovation for development of Erlenmeyer-Pl?chl reaction and synthesis of AT-130 analogous: A new application of continuous-flow method
Shafiee, Behnaz,Hadian, Laleh,Khosropour, Ahmad R.
, p. 19861 - 19866 (2016/03/04)
The development of eco-friendly and efficient processes via one-pot multicomponent synthesis is a very attractive topic. In this work, the Erlenmeyer-Pl?chl azlactone synthesis was carried out through unique, safe, fast and practical conditions without any catalyst, applying a simple microreactor and gave the corresponding products exclusively. A continuous, first microflow synthesis of N-benzoylglycine carbamide derivatives as AT-130 analogues catalyzed by Nafion-H@SPIONs was also established successfully.
2W10O32 catalyzed efficient one-pot pseudo-four component synthesis of AT-130 analogues under microwave irradiations
Rostami, Mahboubeh,Khosropour, Ahmad R.,Mirkhani, Valiollah,Mohammadpoor-Baltork, Iraj,Moghadam, Majid,Tangestaninejad, Shahram
, p. 1493 - 1501 (2014/11/08)
Di[1,6-bis(3-methylimidazolium-1-yl)hexane] decatangstate ([C 6(MIm)2]2W10O32) was found to be a novel, powerful and effective catalyst for the preparation of N-benzoylglycine carbamides as derivatives of AT-130 via one-pot multicomponent reaction performed under microwave irradiations. The products were obtained in high to excellent yields, thus providing a unique strategy to the large-scale synthesis of these compounds.
Facile synthesis of 4-arylidene-5-imidazolinones as synthetic analogs of fluorescent protein chromophore
Lee, Cheng-Yu,Chen, Yun-Chung,Lin, Hao-Chun,Jhong, Yuandong,Chang, Chih-Wei,Tsai, Ching-Hua,Kao, Chai-Lin,Chien, Tun-Cheng
, p. 5898 - 5907 (2012/09/07)
A facile and effective synthesis for a wide variety of 4-arylidene-5- imidazolinone derivatives was developed. 4-Arylidene-5-oxazolinones were prepared by Erlenmeyer azlactone synthesis from N-acylglycines and arylaldehydes. The ring-opening reactions of the 4-arylidene-5-oxazolinones with primary amines afforded 2-acylamino-3-arylacrylamides in excellent yields. A new dehydrative cyclization of the 2-acylamino-3-arylacrylamides in pyridine under reflux furnished the corresponding 4-arylidene-5-imidazolinones in good yields.
The Influence of Remote Substituents on Amide Bond Formation. The Reaction of Oxazolinones with Benzylamine
Phelps, David J.,Godreau, Paul V.,Nicholas, Everton S.
, p. 140 - 142 (2007/10/02)
The second-order rate constants for the reaction of nine substituted (Z)-4-benzylidene-2-phenyloxazolin-5-ones with benzylamine in acetonitrile have been obtained.There is an electronic effect in the predicted direction for substitution in either ring.There is a difference in steric effects which appears to be ring specific. ortho-Substituents in the benzylidene ring lead to rate enhancement while ortho-substituents in the phenyl ring retard the rate.The reaction of the oxazolinones with α-methylbenzylamine indicates a large steric effect upon increasing steric demand in the nucleophile.
