Imination of sulfoxides mediated by IBX with Sc(OTf)₃ as catalyst

ABSTRACT

Herein we utilized, for the first time, 2-iodoxybenzoate along with scandium triflate as a specific oxidant for PhthNH₂ to create sulfoximines. This method efficiently effects imination of aryl, benzyl, cyclic and alkyl substituted S˭O bonds with good to excellent yields. In addition, sterically encumbered sulfoxides have been studied and found that the present protocol is the worthy choice. This facile method does not require either inert atmosphere or anhydrous solvents.

GRAPHICAL ABSTRACT

KEYWORDS:

• Hypervalent iodine
• IBX
• N-aminophthalimide
• scandium triflate
• sulfoximination

Acknowledgments

We thank Ministry of Science and Technology of Taiwan for the generous financial support.