0000000001311267

AUTHOR

Annika Kretzschmann

showing 4 related works from this author

One-Pot Synthesis of Pyrrole-2-carboxylates and -carboxamides via an Electrocyclization/Oxidation Sequence

2014

An electrocyclic ring closure is the key step of an efficient one-pot method for the synthesis of pyrrole-2-carboxylates and -carboxamides from chalcones and glycine esters or amides. The 3,4-dihydro-2H-pyrrole intermediates generated in situ are oxidized to the corresponding pyrroles by stoichiometric oxidants or by catalytic copper(II) and air in moderate to high yields. A wide range of functional groups are tolerated, and further combination with an in situ bromination gives access to polyfunctional pyrrole scaffolds.

ProlineOrganic ChemistryOne-pot synthesischemistry.chemical_elementHalogenationEstersStereoisomerismStereoisomerismElectrochemistryRing (chemistry)Combinatorial chemistryCopperCatalysisCatalysischemistry.chemical_compoundchemistryCyclizationElectrochemistryPyrrolesOxidation-ReductionCopperPyrroleThe Journal of Organic Chemistry
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ChemInform Abstract: One-Pot Synthesis of Pyrrole-2-carboxylates and -carboxamides via an Electrocyclization/Oxidation Sequence.

2015

An electrocyclic ring closure is the key step of an efficient one-pot method for the synthesis of pyrrole-2-carboxylates and -carboxamides from chalcones and glycine esters or amides. The 3,4-dihydro-2H-pyrrole intermediates generated in situ are oxidized to the corresponding pyrroles by stoichiometric oxidants or by catalytic copper(II) and air in moderate to high yields. A wide range of functional groups are tolerated, and further combination with an in situ bromination gives access to polyfunctional pyrrole scaffolds.

chemistry.chemical_compoundChemistryGlycineOne-pot synthesisHalogenationchemistry.chemical_elementOrganic chemistryGeneral MedicineRing (chemistry)CopperStoichiometryPyrroleCatalysisChemInform
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CCDC 1055316: Experimental Crystal Structure Determination

2015

Related Article: Dennis Imbri , Natalie Netz , Murat Kucukdisli , Lisa Marie Kammer , Philipp Jung , Annika Kretzschmann , and Till Opatz|2014|J.Org.Chem.|79|11750|doi:10.1021/jo5021823

Space GroupCrystallographyCrystal SystemCrystal Structure5-(4-Fluorophenyl)-3-(4-methoxyphenyl)-N-(2-methylpropyl)-1H-pyrrole-2-carboxamideCell ParametersExperimental 3D Coordinates
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CCDC 1055315: Experimental Crystal Structure Determination

2015

Related Article: Dennis Imbri , Natalie Netz , Murat Kucukdisli , Lisa Marie Kammer , Philipp Jung , Annika Kretzschmann , and Till Opatz|2014|J.Org.Chem.|79|11750|doi:10.1021/jo5021823

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parametersethyl 5-(4-chlorophenyl)-3-(3-nitrophenyl)-1H-pyrrole-2-carboxylateExperimental 3D Coordinates
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