Synthesis of trifluoromethyl-substituted 1,2,6-thiadiazine 1-oxides from sulfonimidamides under mechanochemical conditions†
Marco
Thomas Passia, 
a
Jan-Hendrik
Schöbel,
a
Niklas
Julian Lentelink,
a
Khai-Nghi
Truong,
b
Kari
Rissanen
b
and
Carsten
Bolm
*a
a
Jan-Hendrik
Schöbel,
a
Niklas
Julian Lentelink,
a
Khai-Nghi
Truong,
b
Kari
Rissanen
b
and
Carsten
Bolm
*a
Abstract
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.
- This article is part of the themed collection: Synthetic methodology in OBC
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