6533b837fe1ef96bd12a200a
RESEARCH PRODUCT
2,3-Dihydro-1,2,6-thiadiazine 1-Oxides by Biginelli-Type Reactions with Sulfonimidamides under Mechanochemical Conditions.
Felix KrauskopfCarsten BolmKhai-nghi TruongKari Rissanensubject
YtterbiumStructure analysis010405 organic chemistryChemistryOrganic Chemistrychemistry.chemical_element010402 general chemistry01 natural sciencesBiochemistryCombinatorial chemistry0104 chemical sciencesCatalysisAcetic acidchemistry.chemical_compoundPhysical and Theoretical ChemistrySingle crystalBall millTrifluoromethanesulfonatedescription
Biginelli-type multicomponent reactions (MCRs) with NH-free sulfonimidamides provide 2,3-dihydro-1,2,6-thiadiazine 1-oxides in high yields. The couplings are performed in a planetary ball mill under solvent-free mechanochemical conditions. Acetic acid or ytterbium triflate are used as catalysts. A representative product was characterized by X-ray single crystal structure analysis revealing molecular details of the highly functionalized three-dimensional heterocycle. Further product modifications lead to additional structural scaffolds.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2021-03-20 | Organic letters |