0000000001308284

AUTHOR

Marco Thomas Passia

showing 5 related works from this author

1,2,6-Thiadiazine 1-Oxides: Unsaturated Three-Dimensional S,N-Heterocycles from Sulfonimidamides.

2020

Unprecedented three-dimensional 1,2,6-thiadiazine 1-oxides have been prepared by an aza-Michael-addition/cyclization/condensation reaction sequence starting from sulfonimidamides and propargyl ketones. The products have been further functionalized by standard cross-coupling reactions, selective bromination of the heterocyclic ring, and conversion into a β-hydroxy substituted derivative. A representative product was characterized by single-crystal X-ray structure analysis. peerReviewed

sulfonimidamidessingle-crystal X-raybioaktiiviset yhdisteet010405 organic chemistryStereochemistryChemistryOrganic ChemistryOxideHalogenation010402 general chemistryCondensation reaction01 natural sciencesBiochemistryCoupling reaction0104 chemical scienceschemistry.chemical_compoundPropargylPhysical and Theoretical ChemistrySequence (medicine)Organic letters
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Synthesis of trifluoromethyl-substituted 1,2,6-thiadiazine 1-oxides from sulfonimidamides under mechanochemical conditions

2021

TBS-protected or NH-sulfonimidamides react with β-alkoxyvinyl trifluoromethylketones under solvent-free mechanochemical conditions to give 3-trifluoromethyl-substituted three-dimensional 1,2,6-thiadiazine 1-oxides. C4-Functionalized products can be obtained by starting from cyclic enones and brominations of the initially formed heterocycles. The stability of the products was investigated by varying the pH value and storage under aerobic conditions.

chemistry.chemical_compoundTrifluoromethylChemistryOrganic ChemistryOrganic chemistryPhysical and Theoretical ChemistryBiochemistryValue (mathematics)Organic & Biomolecular Chemistry
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CCDC 2109381: Experimental Crystal Structure Determination

2021

Related Article: Marco Thomas Passia, Jan-Hendrik Sch��bel, Niklas Julian Lentelink, Khai-Nghi Truong, Kari Rissanen, Carsten Bolm|2021|Org.Biomol.Chem.|19|9470|doi:10.1039/D1OB01912K

Space GroupCrystallographyCrystal System4-bromo-1-(4-methylphenyl)-3-(trifluoromethyl)-12-dihydro-1lambda626-thiadiazin-1-oneCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 1985011: Experimental Crystal Structure Determination

2020

Related Article: Jan-Hendrik Schöbel, Marco Thomas Passia, Nadja Anna Wolter, Rakesh Puttreddy, Kari Rissanen, Carsten Bolm|2020|Org.Lett.|22|2702|doi:10.1021/acs.orglett.0c00666

Space GroupCrystallographyCrystal System3-t-butyl-1-(4-methylphenyl)-5-phenyl-12-dihydro-1lambda626-thiadiazin-1-oneCrystal StructureCell ParametersExperimental 3D Coordinates
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CCDC 2109331: Experimental Crystal Structure Determination

2021

Related Article: Marco Thomas Passia, Jan-Hendrik Sch��bel, Niklas Julian Lentelink, Khai-Nghi Truong, Kari Rissanen, Carsten Bolm|2021|Org.Biomol.Chem.|19|9470|doi:10.1039/D1OB01912K

Space GroupCrystallography1-(4-methylphenyl)-3-(trifluoromethyl)-1lambda626-thiadiazin-1-oneCrystal SystemCrystal StructureCell ParametersExperimental 3D Coordinates
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