0000000001309549

AUTHOR

Suruchi Mahajan

showing 17 related works from this author

Diastereoselective Synthesis of Spiro[pyrazolone-4,3′-tetrahydrothiophenes] via a Sulfa-Michael/Aldol Domino Reaction

2016

Synthesis : journal of synthetic organic chemistry 48(23), 4091-4098(2016). doi:10.1055/s-0035-1562473

Reaction conditions010405 organic chemistryChemistryOrganic ChemistryPyrazolone010402 general chemistry54001 natural sciencesCombinatorial chemistryCatalysisDomino0104 chemical scienceschemistry.chemical_compoundCascade reactionAldol reactionYield (chemistry)ddc:540medicineOrganic chemistryTetrahydrothiophenemedicine.drug
researchProduct

Asymmetric Synthesis of Spiro β-Lactamsviaa Squaramide- Catalyzed Sulfa-Michael Addition/Desymmetrization Protocol

2016

An efficient asymmetric synthesis of spirocyclohexenone β-lactams bearing three contiguous stereocenters has been achieved in moderate to good yields and high stereoselectivities. The protocol involves the combination of a squaramide-catalyzed sulfa-Michael addition under desymmetrization via a dynamic kinetic resolution of racemic 2,5-cyclohexadienones.

010405 organic chemistryChemistryStereochemistrybeta-lactamsasymmetric synthesisEnantioselective synthesisSquaramideGeneral Chemistry010402 general chemistry01 natural sciencesDesymmetrization0104 chemical sciencesKinetic resolutionStereocenterCatalysisOrganocatalysisMichael reactionta116Advanced Synthesis & Catalysis
researchProduct

Organocatalytic Asymmetric Synthesis of 2,3′-Connected Bis-Indolinones by Mannich Reactions of N-Acetylindolin-3-ones with Isatin N-Boc Ketimines

2017

A highly diastereo- and enantioselective Mannich reaction of N-acetylindolin-3-ones with isatin N-Boc ketimines to form 2,3′-connected bis-indolinones is developed employing a low loading of a readily available bifunctional thiourea catalyst. The asymmetric synthesis connects two indolinones via a vic-diamine unit and generates two neighboring stereocenters.

010405 organic chemistryStereochemistryIsatinOrganic ChemistryEnantioselective synthesis010402 general chemistry01 natural sciencesMedicinal chemistryCatalysis0104 chemical sciencesStereocenterchemistry.chemical_compoundchemistryThioureaOrganocatalysisDiamineBifunctionalMannich reactionSynthesis
researchProduct

Asymmetric Synthesis of Spiro Tetrahydrothiophene-indan-1,3-diones via a Squaramide-Catalyzed Sulfa-Michael/Aldol Domino Reaction

2016

Synthesis 48(08), 1131-1138(2016). doi:10.1055/s-0035-1560412

chemistry.chemical_classificationSpiro compound010405 organic chemistryOrganic ChemistrySquaramideEnantioselective synthesis540010402 general chemistry01 natural sciencesMedicinal chemistryCatalysisDomino0104 chemical scienceschemistry.chemical_compoundchemistryCascade reactionAldol reactionOrganocatalysisddc:540Organic chemistryTetrahydrothiophene
researchProduct

Enantioselective synthesis of pyrazolone α-aminonitrile derivatives via an organocatalytic Strecker reaction

2017

A new organocatalytic enantioselective Strecker reaction of pyrazolone-derived ketimine electrophiles has been developed. Using pseudo-enantiomeric squaramide catalysts the nucleophilic 1,2-addition of trimethylsilyl cyanide to the ketimines efficiently provides a direct entry to both enantiomers of pyrazolone α- aminonitrile derivatives at will in good yields and high enantioselectivities for a wide variety of substrates. peerReviewed

Strecker amino acid synthesisPyrazolone010402 general chemistry01 natural sciencesCatalysischemistry.chemical_compoundNucleophileMaterials ChemistrymedicineOrganic chemistryenantioselective synthesisTrimethylsilyl cyanideta116010405 organic chemistryMetals and AlloysSquaramideEnantioselective synthesisGeneral Chemistry0104 chemical sciencesSurfaces Coatings and FilmsElectronic Optical and Magnetic MaterialschemistryStrecker reactionElectrophileCeramics and CompositesEnantiomermedicine.drug
researchProduct

Squaramide-Catalyzed Asymmetric aza-Friedel-Crafts/N,O-Acetalization Domino Reactions Between 2-Naphthols and Pyrazolinone Ketimines

2017

N-Boc ketimines derived from pyrazolin-5-ones were explored to develop an unprecedented domino aza-Friedel-Crafts/N,O-acetalization reaction with 2-naphthols. The novel method requires a catalyst loading of only 0.5 mol % of a bifunctional squaramide catalyst, is scalable to gram amounts, and provides a new series of furanonaphthopyrazolidinone derivatives bearing two vicinal tetra-substituted stereogenic centers in excellent yields (95-98 %) and stereoselectivity (>99:1 d.r. and 97-98 % ee). A different reactivity was observed in the case of 1-naphthols and other electron-rich phenols, which led to the aza-Friedel-Crafts adducts in 70-98 % yield and 47-98 % ee.

010405 organic chemistryChemistrydomino reactionsEnantioselective synthesisSquaramideGeneral MedicineGeneral Chemistry010402 general chemistry01 natural sciencesMedicinal chemistryCatalysisDomino0104 chemical sciencesStereocenterCatalysischemistry.chemical_compoundOrganocatalysisYield (chemistry)StereoselectivityReactivity (chemistry)Bifunctionalta116Friedel–Crafts reactionAngewandte Chemie International Edition
researchProduct

Palladium Catalyzed [3+2] Cycloaddition of Vinyl Aziridine and Indane-1,3-diones: Diastereo- and Enantioselective Access to Spiro-Pyrrolidines

2020

A mild and efficient palladium-catalyzed [3+2] cycloaddition of vinylaziridine and indane-1,3-diones has been realized. The resulting spiro-pyrrolidines were provided in excellent yields and, with the introduction of the leucine-derived phosphine ligand, moderate to good enantio­- and diastereoselectivities.

010405 organic chemistryLigandOrganic Chemistryasymmetric synthesisIndaneEnantioselective synthesischemistry.chemical_elementspriopyrrolidines010402 general chemistry01 natural sciencesMedicinal chemistryCatalysisCycloaddition0104 chemical sciencesCatalysis3-dioneschemistry.chemical_compoundchemistryaziridinesinsane-1palladium catalysis; asymmetric synthesis; spriopyrrolidines; aziridines; insane-13-dionespalladium catalysisPhosphinePalladium
researchProduct

Asymmetric Synthesis of Amino-Bis-Pyrazolone Derivatives via an Organocatalytic Mannich Reaction.

2017

A new series of N-Boc ketimines derived from pyrazolin-5-ones have been used as electrophiles in asymmetric Mannich reactions with pyrazolones. The amino-bis-pyrazolone products are obtained in excellent yields and stereoselectivities by employing a very low loading of 1 mol % of a bifunctional squaramide organocatalyst. Depending on the substitution at position 4 of the pyrazolones, the new protocol allows for the generation of one or two tetrasubstituted stereocenters, including a one-pot version combing the Mannich reaction with a base-mediated halogenation. peerReviewed

Mannich reactions010405 organic chemistryChemistryOrganic Chemistryasymmetric synthesisSquaramideEnantioselective synthesisHalogenation010402 general chemistry01 natural sciencespyrazolones0104 chemical sciencesStereocenteramino-bis-pyrazolone productschemistry.chemical_compoundElectrophilePyrazolonesOrganic chemistryBifunctionalMannich reactionta116The Journal of organic chemistry
researchProduct

CCDC 1542055: Experimental Crystal Structure Determination

2017

Related Article: Suruchi Mahajan, Pankaj Chauhan, Uğur Kaya, Kristina Deckers, Kari Rissanen, Dieter Enders|2017|Chem.Commun.|53|6633|doi:10.1039/C7CC02874A

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters1-(4-chlorophenyl)-3-methyl-5-oxo-4-(phenylamino)-45-dihydro-1H-pyrazole-4-carbonitrileExperimental 3D Coordinates
researchProduct

CCDC 1975968: Experimental Crystal Structure Determination

2020

Related Article: Fabrizio Vetica, Stephen J. Bailey, Mukesh Kumar, Suruchi Mahajan, Carolina von Essen, Kari Rissanen, Dieter Enders|2020|Synthesis|52|2038|doi:10.1055/s-0040-1707472

Space GroupCrystallography4'-ethenyl-1'-(4-methylbenzene-1-sulfonyl)-2'-phenylspiro[indene-23'-pyrrolidine]-13-dioneCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
researchProduct

CCDC 1484545: Experimental Crystal Structure Determination

2016

Related Article: Ugur Kaya, Suruchi Mahajan, Jan-Hendrik Schöbel, Arto Valkonen, Kari Rissanen and Dieter Enders|2016|Synthesis|48|4091|doi:10.1055/s-0035-1562473

6-(3-chlorophenyl)-1-methyl-4-oxo-3-phenyl-7-thia-23-diazaspiro[4.4]non-1-en-9-yl acetateSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
researchProduct

CCDC 1543566: Experimental Crystal Structure Determination

2018

Related Article: V. Pratap Reddy Gajulapalli, Ehsan Jafari, Dipti Sankar Kundu, Suruchi Mahajan, Anssi Peuronen, Kari Rissanen, Dieter Enders|2017|Synthesis|49|4986|doi:10.1055/s-0036-1590823

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameterst-butyl (1-acetyl-1'-methyl-2'3-dioxo[1'22'3-tetrahydro-1H3'H-[23'-biindole]]-3'-yl)carbamateExperimental 3D Coordinates
researchProduct

CCDC 1537523: Experimental Crystal Structure Determination

2017

Related Article: Pankaj Chauhan, Suruchi Mahajan, Uğur Kaya, Anssi Peuronen, Kari Rissanen, and Dieter Enders|2017|J.Org.Chem.|82|7050|doi:10.1021/acs.joc.7b01113

Space GroupCrystallographyCrystal SystemCrystal Structuret-butyl [3'4-dimethyl-55'-dioxo-11'-diphenyl-3-(phenylethynyl)[1'455'-tetrahydro-1H4'H-[44'-bipyrazole]]-4'-yl]carbamateCell ParametersExperimental 3D Coordinates
researchProduct

CCDC 1537522: Experimental Crystal Structure Determination

2017

Related Article: Pankaj Chauhan, Suruchi Mahajan, Uğur Kaya, Anssi Peuronen, Kari Rissanen, and Dieter Enders|2017|J.Org.Chem.|82|7050|doi:10.1021/acs.joc.7b01113

4'-[(t-butoxycarbonyl)amino]-33'-dimethyl-5'-oxo-11'-diphenyl[4'5'-dihydro-1H1'H-[44'-bipyrazole]]-5-yl acetateSpace GroupCrystallographyCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
researchProduct

CCDC 1437740: Experimental Crystal Structure Determination

2016

Related Article: Suruchi Mahajan, Pankaj Chauhan, Marcus Blümel, Rakesh Puttreddy, Kari Rissanen, Gerhard Raabe, Dieter Enders|2016|Synthesis|48|1131|doi:10.1055/s-0035-1560412

Space GroupCrystallographyCrystal SystemCrystal StructureCell Parameters13-Dioxo-2'-phenyl-134'5'-tetrahydrospiro[indene-23'-thiophen]-4'-yl phenylcarbamateExperimental 3D Coordinates
researchProduct

CCDC 1476009: Experimental Crystal Structure Determination

2016

Related Article: Pankaj Chauhan, Suruchi Mahajan, Uğur Kaya, Arto Valkonen, Kari Rissanen and Dieter Enders|2016|Adv.Synth.Catal.|358|3173|doi:10.1002/adsc.201600554

Space GroupCrystallographyethyl 1-benzyl-9-((2-bromophenyl)sulfanyl)-27-dioxo-1-azaspiro[3.5]non-5-ene-3-carboxylateCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
researchProduct

CCDC 1572983: Experimental Crystal Structure Determination

2017

Related Article: Uğur Kaya, Pankaj Chauhan, Suruchi Mahajan, Kristina Deckers, Arto Valkonen, Kari Rissanen, Dieter Enders|2017|Angew.Chem.,Int.Ed.|56|15358|doi:10.1002/anie.201709224

Space GroupCrystallographyCrystal SystemCrystal Structuret-butyl (7a-methyl-10-oxo-9-phenyl-7a8910-tetrahydro-10aH-naphtho[1'2':45]furo[23-c]pyrazol-10a-yl)carbamateCell ParametersExperimental 3D Coordinates
researchProduct