57427-99-3Relevant academic research and scientific papers
Novel and chemoselective one-pot synthesis of 4-arylidene-2-phenyl-5(4H)- oxazolones starting from benzyl alcohols promoted by [(C14H 24N4)2W10O32]-[bmim] NO3
Rostami, Mahboubeh,Khosropour, Ahmad Reza,Mirkhani, Valiollah,Mohammadpoor-Baltork, Iraj,Moghadam, Majid,Tangestaninejad, Shahram
, p. 1175 - 1180 (2011)
A new and practical promoter system for one-pot, efficient, chemoselective synthesis of 4-arylidene-2-phenyl-5(4H)-oxazolones using [(C14H 24N4)2W10O32]-[bmim] NO3 under solvent-free conditions is described. The present work opens up a new and ecofriendly synthetic route to Erlenmeyer-Ploechl adducts from primary benzyl alcohols in a one-pot operation. Graphical abstract: [Figure not available: see fulltext.]
Dynamic Kinetic Resolution of Azlactones by a Chiral N, N-Dimethyl-4-aminopyridine Derivative Containing a 1,1′-Binaphthyl Unit: Importance of Amide Groups
Mandai, Hiroki,Hongo, Kohei,Fujiwara, Takuma,Fujii, Kazuki,Mitsudo, Koichi,Suga, Seiji
supporting information, p. 4811 - 4814 (2018/08/24)
A dynamic kinetic resolution (DKR) of azlactones in the presence of benzoic acid and a binaphthyl-based N,N-4-dimethylaminopyridine (DMAP) derivative 1i having two amide groups at the 3,3′-positions of a binaphthyl unit is developed. The reaction proceeded smoothly with a wide range of azlactones to provide α-amino acid derivatives with good to high enantiomeric ratios (er's). A multigram-scale reaction (2.5 g) for the DKR of azlactone 2d was also demonstrated, and the resulting product was converted to unnatural α-amino acid 6d′.
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.
A concise approach to polysubstituted oxazoles from N-acyl-2-bromo enamides via a copper(i)/amino acid-catalyzed intramolecular C-O bond formation
Liu, Bingjie,Zhang, Yueteng,Huang, Gang,Zhang, Xinting,Niu, Pengfei,Wu, Jie,Yu, Wenquan,Chang, Junbiao
, p. 3912 - 3923 (2014/06/09)
A straightforward and efficient copper(i)/amino acid-catalyzed intramolecular Ullmann-type C-O coupling reaction has been developed. This protocol affords a facile methodology for the synthesis of a series of novel 2,4,5-substituted oxazoles from readily accessible N-acyl-2-bromo enamides under mild conditions. This journal is the Partner Organisations 2014.
Sulfur-and n-acyl carbonyl oxygen-assisted heterolysis of the C(=O)-S bond in excited-state (Z)-nacyl-α-dehydro(1-naphthyl)alanine thioesters
Hosoi, Yosuke,Igarashi, Tetsutaro,Sakurai, Tadamitsu
, p. 117 - 126 (2013/08/23)
Irradiation of the title thioesters (Z)-1 in nitrogen-saturated 1,2- dichloroethane at wavelengths greater than 280 nm was found to afford (Z)-4-(1- naphthylmethylene)-5(4H)-oxazolone derivatives (Z)-2, (E)-2, alkyl-substituted thiols 3, and (E)-1 without
Synthesis of some heterocyclic molecuoles from new benzoxazinones and quinazolinones
Soliman,Shaban,Guirguis,Gad
, p. 99 - 110 (2014/04/03)
THE BENZOXAXAZINONE 3 was prepared and treated with hydrazine hydrate, hydroxylamine hydrochloride, and o-phenylenediamine to give different quinazolinones 4,5 and benzoimidazoles 6, 7, respectively.Product 4 reacted with different aldehydes forming diffe
2W10O32. 2H2O: A novel and powerful catalyst for the synthesis of 4-arylidene-2-phenyl-5(4)-oxazolones under ultrasonic condition
Rostami, Mahboubeh,Khosropour, Ahmad R.,Mirkhani, Valiollah,Mohammadpoor-Baltork, Iraj,Moghadam, Majid,Tangestaninejad, Shahram
experimental part, p. 869 - 877 (2012/04/23)
Di[1,6-bis(3-methylimidazolium-1-yl)hexane] decatungstate dihydrate ([C6(MIm)2]2W10O32. 2H2O) as a new family of polyoxometalate-based dicationic ionic liquids (POM-DIL) is synthesized and employed as a novel and powerful heterogeneous catalyst in the synthesis of 4-arylidene-2-phenyl-5(4)-oxazolones (azlactones) under ultrasound-assisted solvent-free condition. On the basis of the results, the products were obtained in excellent yields under mild condition. Utilization of easy work-up and purification make it very interesting from an economic perspective. Moreover, a recycling study confirmed that the catalyst can be reused multiple times without significant loss of its activity.
NEW COMPOUNDS, A PROCESS FOR THEIR PREPARATION AND THEIR USE AS DYES AND PIGMENTS
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Page 18, (2008/06/13)
Compounds of formula (1) wherein R1 is hydrogen, hydroxy, halogen, nitro, cyano, amino, carboxy, carboxylic ester, sulfo, sulfonic ester, carboxylic amide, sulfonic amide, alkoxy, aryloxy, alkylthio or arylthio, X is -0-, -S-, -NH- or -N(alkyl)-, Y is hyd
Oxazolone analogs as amyloid aggregation inhibitors and for the treatment of alzheimer's disease and disorders related to amyloidosis
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, (2008/06/13)
Disclosed are compounds of the Formula I and their use in a method of inhibiting the aggregation of amyloid proteins and in a method of imaging amyloid deposits.
Ring opening with kinetic resolution of azlactones by Ti-TADDOLates
Gottwald, Konstanze,Seebach, Dieter
, p. 723 - 738 (2007/10/03)
The kinetic resolution of azlactones by the Lewis, acid-mediated transfer of an isopropoxide ligand from the chiral ligand sphere of Ti- TADDOLate is described. The reactions proceed with in-situ racemization of the starting material to afford highly enantiomerically enriched N-benzoyl- amino acid isopropylesters (er > 95:5 after recrystallization). The absolute configuration of the major enantiomer of N-benzoyl-phenylalanine isopropyl ester and its analogs with other aromatic substituents was shown to be (S)- (+) when the (R,R)-Ti-TADDOLate was employed. Only benzyl-substituted azlactones can be opened enantioselectively by the method described here.
