161146-33-4Relevant academic research and scientific papers
CONVERSION OF A DIARYLSULFOXIDE TO CYCLIC SULFONIUM YLIDE: DEHYDRATION WITH SIGMA-BOND SHIFT AND DECARBOXYLATION
Kuti, M.,Rabai, J.,Kapovits, I.,Kucsman, A.,Parkanyi, L.,et al.
, p. 313 - 326 (2007/10/02)
2-(2-Acetylaminophenylsulfinyl)benzoic acid (4) has been converted to acyl-stabilized cyclic sulfonium-ylide (5) by heating with trifluoroacetic anhydride in DMF.The structure of the product has been determined by X-ray diffraction.The sulfurane-like configuration and the solid-state conformation revealing sulfur-oxygen close contacts are discussed.A mechanism is proposed for the dehydration reaction involving sigma-bond shift and decarboxylation.
