New hypervalent iodine reagents for electrophilic trifluoromethylation and their precursors: synthesis, structure, and reactivity

作者：Niedermann Katrin; Welch Jan M; Koller Raffael; Cvengros Jan; Santschi Nico; Battaglia Philip; Togni Antonio^*

来源：Tetrahedron, 2010, 66(31): 5753-5761.

DOI：10.1016/j.tet.2010.04.125

• Trifluoromethylation
• Hypervalent iodine
• X-ray analysis
• Reactivity study
• Monochloroiodane

Several new five- and a six-membered heterocyclic monochloroiodanes, including two cationic species, were synthesized. Three of which were used for the preparation of corresponding trifluoromethylation reagents. These compounds were characterized by X-ray crystallography for a comparative structural study. A reactivity study on the trifluoromethylation of para-toluenesulfonic acid has been conducted in order to compare initial rates. Compounds having a longer I-O bond display a higher reactivity.

• 出版日期2010-7-31