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Safe oxidation of sulfides into sulfoxides using SIBX
Authors:Aurélie Ozanne-Beaudenon
Institution:Laboratoire de Chimie Organique et Organométallique (UMR CNRS 5802), Centre de Recherche en Chimie Moléculaire, Université Bordeaux 1, 351 cours de la Libération, 33405 Talence Cedex, France Institut Européen de Chimie et Biologie, 2 rue Robert Escarpit, 33607 Pessac Cedex, France
Abstract:SIBX is a stabilized (i.e., nonexplosive) formulation of the λ5-iodane 2-iodoxybenzoic acid IBX that can be used as a suspension in various organic solvents to oxidize safely sulfides into sulfoxides. Most yields are comparable to those obtained using IBX or other iodanes such as PhIO and PhIO2. An asymmetric version of this SIBX-mediated sulfoxidation was performed in high chemical yield and moderate enantioselectivity by simple addition of an external chiral source.
Keywords:Hypervalent iodine  SIBX  Oxidation  Sulfoxides  Enantio selectivity
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