Sodium sulfate-hydrogen peroxide-sodium chloride adduct: selective protocol for the oxidative bromination, iodination and temperature dependent oxidation of sulfides to sulfoxides and sulfones
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.
Gayakwad, Eknath M.,Patel, Khushbu P.,Shankarling, Ganapati S.
supporting information
p. 6001 - 6009
(2019/04/17)
Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide
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.
Gayakwad, Eknath M.,Patil, Vilas V.,Shankarling, Ganapati S.
p. 223 - 230
(2016/01/12)
Selective oxidaton methods for preparation of N-alkylphenothiazine sulfoxides and sulfones
Efficient and selective oxidation methods for preparation of N-alkylphenothiazine sulfoxides 2a-h and sulfones 3a-h starting from N-alkylphenothiazines 1a-h are described.
Tosa, Monica,Paizs, Csaba,Majdik, Cornelia,Poppe, Laszlo,Kolonits, Pal,Silberg, Ioan A.,Novak, Lajos,Irimie, Florin-Dan
p. 277 - 282
(2007/10/03)
10-Alkylation of phenothiazines
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Wunderlich,Lugenheim,Stark,Detrekoei
p. 57 - 58
(2007/10/08)
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