58486-86-5Relevant academic research and scientific papers
A phosphine-catalyzed preparation of 4-Arylidene-5-imidazolones
Gabillet, Sandra,Loreau, Olivier,Specklin, Simon,Rasalofonjatovo, Evelia,Taran, Frdric
, p. 9894 - 9898 (2015/01/09)
A simple and efficient method for constructing 4-arylidene-5-imidazolones was developed using a phosphinecatalyzed tandem umpolung addition and intramolecular cyclization of amidine pronucleophiles on arylpropiolates. The reaction offers a robust route to heterocycle analogues of the fluorescent protein chromophores. (Chemical Equation Presented).
A practical and efficient synthesis of 2,5-disubstituted-3,5-dihydro- imidazol-4-ones from oxazolones
Chavez, Flavio,Pavy, Caslin,Williamson, Thomas,Cleary, Thomas
experimental part, p. 3321 - 3327 (2012/09/21)
An alternative procedure for the synthesis of 2,5-disubstituted-3,5- dihydro-imidazol-4-ones from substituted oxazolones was evaluated. The initial oxazolone ring-opening reaction was examined with a variety of ammonia source compounds followed by the sub
Simple and efficient copper-catalyzed approach to 2,4-disubstituted imidazolones
Gong, Xiaoyu,Yang, Haijun,Liu, Hongxia,Jiang, Yuyang,Zhao, Yufen,Fu, Hua
supporting information; experimental part, p. 3128 - 3131 (2010/09/04)
(Figure Presented) Some imidazolone derivatives are biological and pharmaceutical active molecules and the chromophores of the fluorescent proteins. In this communication, a simple and efficient approach to 4-arylidene-2-alkyl-4,5-dihydro-1H-imidazol-5-ones (2,4-disubstituted imidazolones) has been developed, and the protocol uses readily available 2-bromo-3-alkylacrylic acids and amidines as the starting materials without addition of any ligand or additive. The reactions were performed under mild conditions. Therefore, the present method will be of wide application in organic chemistry and medicinal chemistry.
Derivatives of α,β-dehydro amino acids: III. Reaction of 4-arylmethylidene-4,5-dihydro-1,3-oxazol-5-ones with hexamethyldisilazane
Topuzyan,Arutyunyan,Oganesyan
, p. 868 - 871 (2008/03/11)
4-Arylmethylidene-4,5-dihydro-1,3-oxazol-5-ones reacted with hexamethyldisilazane in ethyl acetate, acetonitrile, or DMF at room temperature to give mainly 2-acylamino-3-arylmethylideneprop-2-enamides, whereas in boiling DMF the corresponding 4-arylmethyl
Synthesis of Acylamino Acids and Acylamino Acid Amides by Simultaneous Reduction and Hydrolysis of Unsaturated 2,4-Disubstituted 2-Imidazolin-5-ones
Devasia, Ganapathiplackal M.,Shafi, P. Mohamed
, p. 204 - 206 (2007/10/02)
Twelve acylamino acids (II) and two acylamino acid amides (III) have been prepared by the simultaneous reduction and hydrolysis of unsaturated 2,4-disubstituted 2-imidazolin-5-ones (I) with a mixture of zinc dust and potassium hydroxide solution.
A Convenient Synthesis of Unsaturated 2,4-Disubstituted 2-Imidazolin-5-ones
Devasia, Ganapathiplackal M.,Shafi, P. Mohamed
, p. 657 - 660 (2007/10/02)
Twenty five unsaturated 2,4-disubstituted 2-imidazolin-5-ones (IV) have been prepared in 23-71percent yields by condensing aromatic aldehydes with a mixture of ethyl chloroacetate and an aromatic amidinium chloride in the presence of sodium hydrogencarbonate.Twenty three of them have also been prepared in 62-97percent yields by this method using ethyl bromoacetate instaed of the chloroacetate.Further, two unsaturated 2-imidazolin-5-ones (IV) have been prepared by these two methods using cyclohexanone (yields 33percent each) and cinnamaldehyde (yields 0 and 18percent) instead of the aromatic aldehydes.
