16793-42-3Relevant articles and documents
Sodium sulfate-hydrogen peroxide-sodium chloride adduct: selective protocol for the oxidative bromination, iodination and temperature dependent oxidation of sulfides to sulfoxides and sulfones
Gayakwad, Eknath M.,Patel, Khushbu P.,Shankarling, Ganapati S.
supporting information, p. 6001 - 6009 (2019/04/17)
The regioselective bromination and iodination of unprotected aromatic primary amines using enclathrated hydrogen peroxide as an oxidant under mild conditions has been developed, in which potassium bromide (KBr) and potassium iodide (KI) were used as brominating and iodinating agents, respectively. The adduct shows not only regioselectivity for para- or ortho-isomers but also a remarkable chemoselectivity for monobromination. Selective oxidation of sulfides to sulfoxides and sulfones has also been studied and good to excellent yields of the desired products were obtained. Acetic acid was found to be the solvent of choice for these reactions. This simple method represents an ecologically benign and alternative pathway for the oxidative halogenation of anilines and the oxidation of sulfides to sulfoxides and sulfones.
Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide
Gayakwad, Eknath M.,Patil, Vilas V.,Shankarling, Ganapati S.
, p. 223 - 230 (2016/01/12)
Two efficient and rapid protocols for the selective oxidation of sulfide in the presence of various oxidizable functionalities such as -CHO, -CH2-OH, alkene and tert amine were investigated, using nonanebis(peroxoic acid) as an oxidant. The acetonitrile based system offers selective oxidation to sulfoxide and sulfone, while the water based system gives selective sulfone formation with a high conversion and 90-100% selectivity. Recovery and recycling of the parent acid of up to 75-80% was achieved in the water based protocol.
The epoxy-Ramberg-Baecklund reaction (ERBR): A sulfone-based method for the synthesis of allylic alcohols
Evans, Paul,Johnson, Paul,Taylor, Richard J. K.
, p. 1740 - 1754 (2007/10/03)
The epoxy-Ramberg-Baecklund reaction (ERBR) is outlined, in which α,β-epoxy sulfones are converted into a range of mono-, di- and tri-substituted allylic alcohols, on treatment with base. Modification of this method enabled the preparation of enantio-enriched allylic alcohols following the diastereoselective epoxidation of enantio-enriched vinyl sulfones that were accessed efficiently from the chiral pool. The scope, optimisation and limitations of the ERBR as a method for the preparation of allylic alcohols are discussed. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.