0000000001305373

AUTHOR

Fares Ibrahim Amr

showing 6 related works from this author

Organocatalytic Enantioselective Synthesis of Pyrazoles Bearing a Quaternary Stereocenter

2016

An efficient one-pot asymmetric synthesis of pyrazoles bearing a chiral quaternary stereocenter has been developed. Quinine-derived thiourea catalyzed the enantioselective addition of pyrazolones to isatin-derived ketimines, providing the corresponding acetylated pyrazoles after in situ treatment with Ac2O/Et3N. The corresponding pyrazoles were afforded in high yields and excellent enantioselectivities.

Isatin-derived ketimines010402 general chemistry01 natural sciencesBiochemistryCatalysisStereocenterchemistry.chemical_compoundCatàlisiCompostos orgànicsAsymmetric catalysisOrganic chemistryOrganocatalysis010405 organic chemistryChemistryEstereoquímicaOrganic ChemistryEnantioselective synthesisGeneral ChemistryQuaternary stereocenters0104 chemical sciencesThioureaFISICA APLICADAOrganocatalysisPyrazolesPyrazolonesQuímica orgànica
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ChemInform Abstract: Organocatalytic Enantioselective Alkylation of Pyrazol-3-ones with Isatin-Derived Ketimines: Stereocontrolled Construction of Vi…

2016

Financial support from the MINECO (Gobierno de Espana and FEDER (EU)) (CTQ2013-47949-P) and from Generalitat Valenciana (ISIC2012/001) is gratefully acknowledged. C. V. thanks MINECO for JdC contract. Access to NMR, MS and X-ray facilities from the Servei central de support a la investigacio experimental (SCSIE)-UV is also acknowledged.

chemistry.chemical_compoundChemistryStereochemistryIsatinEnantioselective synthesisGeneral MedicineAlkylationVicinalStereocenterChemInform
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ChemInform Abstract: Organocatalytic Enantioselective Synthesis of Pyrazoles Bearing a Quaternary Stereocenter.

2016

An efficient one-pot asymmetric synthesis of pyrazoles bearing a chiral quaternary stereocenter has been developed. Quinine-derived thiourea catalyzed the enantioselective addition of pyrazolones to isatin-derived ketimines, providing the corresponding acetylated pyrazoles after in situ treatment with Ac2 O/Et3 N. The corresponding pyrazoles were afforded in high yields and excellent enantioselectivities.

chemistry.chemical_compoundBearing (mechanical)ThioureaChemistrylawEnantioselective synthesisPyrazolonesGeneral MedicineCombinatorial chemistryCatalysislaw.inventionStereocenterChemInform
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Organocatalytic Enantioselective Alkylation of Pyrazol-3-ones with Isatin-Derived Ketimines: Stereocontrolled Construction of Vicinal Tetrasubstitute…

2016

A quinine-derived thiourea catalysed the enantioselective addition of 4-substituted pyrazolones to isatin-derived ketimines, providing a variety of aminooxindole-pyrazolone adducts containing congested vicinal tetrasubstituted stereocentres with excellent outcomes (up to 98% yield, >20:1 dr and 98% ee).

OrganocatalysisEstereoquímica010405 organic chemistryStereochemistryIsatinIsatin-derived ketiminesEnantioselective synthesisGeneral ChemistryAlkylation010402 general chemistry01 natural sciencesQuaternary stereocenters0104 chemical sciencesStereocenterchemistry.chemical_compoundCatàlisichemistryFISICA APLICADAOrganocatalysisAsymmetric catalysisOrganic chemistryPyrazolonesPyrazolonesVicinalAdvanced Synthesis & Catalysis
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CCDC 1444032: Experimental Crystal Structure Determination

2016

Related Article: Fares Ibrahim Amr, Carlos Vila, Gonzalo Blay, M. Carmen Muñoz and José R. Pedro|2016|Adv.Synth.Catal.|358|1583|doi:10.1002/adsc.201600036

t-butyl (1-benzyl-5-chloro-3-(34-dimethyl-5-oxo-1-phenyl-45-dihydro-1H-pyrazol-4-yl)-2-oxo-23-dihydro-1H-indol-3-yl)carbamateSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1463856: Experimental Crystal Structure Determination

2016

Related Article: Carlos Vila, Fares Ibrahim Amr, Gonzalo Blay, M. Carmen Munoz, Jose R. Pedro|2016|Chem.Asian J.|11|1532|doi:10.1002/asia.201600325

Space GroupCrystallography4-(1-benzyl-3-((t-butoxycarbonyl)amino)-6-chloro-2-oxo-23-dihydro-1H-indol-3-yl)-3-methyl-1-phenyl-1H-pyrazol-5-yl acetateCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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