35453-12-4Relevant academic research and scientific papers
Ammonium salt catalyzed oxidation of organosulfides to organosulfoxydes
Secci, Francesco,Frongia, Angelo,Piras, Pier Paolo
, p. 603 - 605 (2014/01/23)
The selective oxidation of aromatic and aliphatic organosulfides with H2O2/H2O catalyzed by metal free ammonium salts has been explored. Reactions were performed using 2.5-5 mol % of catalyst loadings, isolating the corres
Nitric acid in the presence of supported P2O5 on silica gel affords an efficient and mild system for oxidation of organic compounds under solvent-free conditions
Hajipour, Abdol R.,Guo, Lian-Wang,Ruoho, Arnold E.
, p. 85 - 93 (2008/02/04)
This paper describes an efficient and easy method for oxidation of alcohols 1 and sulfides 2 to their corresponding carbonyl compounds 3 and sulfoxides 4 with nitric acid in the presence of supported P2O5 on silica gel under solvent-free conditions in high yields.
1-Butyl-4-aza-1-azoniabicyclo[2.2.2]octane dichromate (BAAOD): An efficient and novel reagent for oxidation of sulfides to the corresponding sulfoxides
Hajipour, Abdol R.,Bagheri, Hamid R.,Ruoho, Arnold E.
, p. 2441 - 2446 (2007/10/03)
This article describes an efficient and easy method for oxidation of sulfides 1 to their corresponding sulfoxides 2 with 1-butyl-4-aza-1- azoniabicyclo[2.2.2]octane dichromate (BAAOD) under nonaqueous conditions in high yields.
A convenient and general synthesis of alkyl alkylthiomethyl/aryl arylthiomethyl sulfides and chiral sulfoxides by (camphorsulfonyl)oxaziridines
Chakraborty,Adhikari,Ray
, p. 1132 - 1133 (2007/10/03)
A convenient efficient procedure for the synthesis of thiomethyl sulfides and their reactions with enantiomerically pure (camphorsulfonyl) oxaziridines results in formation of enantioselective monosulfoxides.
1-Benzyl-1-aza-4-azoniabicyclooctane periodate as new oxidant for oxidation of thiols and sulfides to the corresponding disulfides and sulfoxides under anhydrous conditions
Hajipour, A. R.,Mahboubghah, N.
, p. 1041 - 1043 (2007/10/03)
1-Benzyl-1-aza-4-azoniabicyclooctane periodate (BAABCOP) 1, readily prepared as an orange solid from commercially available DABCO (1,4-diazobicyclooctane) performs oxidation in anhydrous conditions. Under these conditions, thiols are selectively oxidised to disulfides. Sulfides are also oxidised to the corresponding sulfoxides under these conditions.
Selective synthesis of sulfoxides and sulfones by methyltrioxorhenium-catalyzed oxidation of sulfides with hydrogen peroxide
Yamazaki, Shigekazu
, p. 2955 - 2959 (2007/10/03)
Methyltrioxorhenium-catalyzed oxidation of sulfides with hydrogen peroxide in ethanol has been found to be an efficient catalytic system for the selective formation of sulfoxides and sulfones. The oxidation using an equimolar amount of hydrogen peroxide afforded sulfoxides in excellent yield, and the use of two molar amounts of hydrogen peroxide gave sulfones quantitatively. Strongly deactivated sulfide, bis(4-nitrophenyl) sulfide, was converted smoothly to the corresponding sulfoxide and sulfone in excellent yields. The functional group in the side chain of sulfide such as a carbon-carbon double bond was not affected under the reaction conditions, and the sulfur atom was selectively oxidized.
Preparation of 2-Halogeno S-Phenyl Thioesters from 2-Phenylsulphonyl-2-phenylthiooxiranes. Crystal Structures of 2-Phenylsulphonyloxiranes
Hewkin, Cheryl T.,Jackson, Richard F. W.,Clegg, William
, p. 3091 - 3102 (2007/10/02)
1-Phenylsulphonyl-1-phenylthioalkenes 8 are prepared with high stereoselectivity as (E) isomers in a one-pot process by reaction of phenyl phenylthiomethyl sulphone 9 with aldehydes, followed by elimination.Nucleophilic epoxidation of these alkenes with l
OXIDATION OF THIOACETALS TO SULFOXIDES BY THE OZONIDE OF TRIPHENYL PHOSPHITE
Shereshovets, V.V.,Korotaeva, N.M.,Puzin, Yu. I.,Elichev, A.A.,Leplyanin, G.V.,Tolstikov, G.A.
, p. 1089 - 1090 (2007/10/02)
The oxidation of thioacetals by the ozonide of triphenyl phosphate to the respective mono- and disulfoxides was studied for the case of dipropylthiomethane, diphenylthiomethane, and 1,1-dipropylthioethane.Oxidation of the thioacetals at the sulfur atom ta
Experimental Charge Maps in Di-activated Carbanions: Access to Charge Demands of Primary Electron-withdrawing Functionalities
Barchiesi, Emma,Bradamante, Silvia,Ferraccioli, Raffaella,Pagani, Giorgio A.
, p. 375 - 383 (2007/10/02)
It is found that the 13C shifts of C-1 in numerous, 1,1-disubstituted ethylene derivatives, R-CH=CX2 and RCH=CXY, are predictable, relative to the unsubstituted system RCH=CH2 on the basis of additivity of the shielding contributions AX and AY.AX and AY are obtained by subtracting the shift of parent ethylene from that of C-1 in monosubstituted ethylenes CH2=CHX or CH2=CHY.This result allows an assessment of the scope of our previously proposed charge-13C relationship, equation (1), which is now applied to numerous carbanions di-activated with both identical and with different 'primary' electron-withdrawing functionalities.It is found, that the 13C shift of the carbanionic carbon is almost insensitive to the dipolar-aprotic or protic nature of the solvent, Me2SO or MeOH.The 1JCH coupling constants of the carbanionic carbon provide unequivocal evidence for the trigonal hybridization of the charged carbon in all the carbions examined, including the sulphonyl-, sulphinyl-, and cyano-stabilized systems.The ?-electron density qC at the carbanionic carbon calculated by using equation (1) for carbanions diactivated with identical groups -CHX2 provides access to the fraction of negative charge qX withdrawn by each group X: these values allow a precise prediction of qC in -CHXY, and thus, of the 13C shift of their carbanionic carbon also.The charge demand values of qX constitute a rank of electron-withdrawing capacities of primary functions: COPh, COMe, CONMe2, CO2Me, SO2R, CN, SOPh, PO(OEt)2.The values of qX as obtained from the -CHX2 anions are different but are linearly related to the qX values derived from the previously studied PhCH-X systems: they are, furthermore, related to the resonance parameters ?R- of functionalities X, in turn obtained from the PhNHX systems.
A General Procedure for the Selective Oxidation of Sulfides to Sulfoxides by Nitric Acid: Tetrabromoaurate(III) Catalyst in a Biphasic System
Gasparrini, Francesco,Giovannoli, Mario,Misiti, Domenico,Natile, Giovanni,Palmieri, Gianni
, p. 1323 - 1328 (2007/10/02)
Tetrabromoaurate(III) is an efficient catalyst for the oxidation of sulfides to sulfoxides by nitric acid in a biphasic system (nitromethane/water).The system is selective and can be applied to the oxidation of any type of dialkyl and alkyl aryl sulfide and also of diaryl sulfides activated by electron-releasing substituents.The nature of the active species has been investigated in relation to the mechanistic aspects.
