6533b83afe1ef96bd12a7071

RESEARCH PRODUCT

Synthesis of trifluoromethyl-substituted 1,2,6-thiadiazine 1-oxides from sulfonimidamides under mechanochemical conditions

Marco Thomas PassiaJan-hendrik SchöbelKari RissanenCarsten BolmNiklas Julian LentelinkKhai-nghi Truong

subject

chemistry.chemical_compoundTrifluoromethylChemistryOrganic ChemistryOrganic chemistryPhysical and Theoretical ChemistryBiochemistryValue (mathematics)

description

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.

https://doi.org/10.1039/d1ob01912k