61829-56-9Relevant academic research and scientific papers
Oxidation of Organosulfides to Organosulfones with Trifluoromethyl 3-Oxo-1λ 3,2-benziodoxole-1(3 H)-carboxylate as an Oxidant
Mangaonkar, Saeesh R.,Kole, Priyanka B.,Singh, Fateh V.
supporting information, p. 199 - 202 (2017/09/28)
An alternative approach is described for the oxidation of organosulfides to the corresponding organosulfones by using trifluoromethyl 3-oxo-1λ 3,2-benziodoxole-1(3 H)-carboxylate as an oxidant. The oxidation of the sulfides was performed by using 2.4 equivalents of the oxidant in refluxing acetonitrile. The oxidation products were isolated in good to excellent yields.
Radical mechanism in the elimination of 2-arylsulfinyl esters
Latorre, Antonio,Lopez, Irakusne,Ramirez, Victoria,Rodriguez, Santiago,Izquierdo, Javier,Gonzalez, Florenci V.,Vicent, Cristian
experimental part, p. 5191 - 5197 (2012/07/27)
The mechanism of the dehydrosulfenylation of 2-arylsulfinyl esters was investigated. The reaction was found to follow a homolytic cleavage mechanism as verified by electrospray ionization tandem mass spectrometry and experimental work. Rearranged sulfoxides are obtained as byproduct during the elimination reaction.
A simple and convenient method for preparation of sulfides
Feroci, Marta,Inesi, Achille,Rossi, Leucio
, p. 2611 - 2615 (2007/10/03)
Tetraethylammonium hydrogen carbonate (TEAHC) and tetraethylammonium carbonate (TEAC) obtained respectively by chemical and electrochemical way, react with thiols in acetonitrile affording, after addition of a suitable alkylating reagent, the corresponding sulfides in high to excellent yields.
The synthesis of (±)-aminoglutethimide via vicarious nucleophilic aromatic substitution of hydrogen
Bushell, Simon M.,Crump, J. Paul,Lawrence, Nicholas J.,Pineau, Guillaume
, p. 2269 - 2274 (2007/10/03)
The synthesis of aminoglutethimide via a one-pot coupling of nitrobenzene, ethyl 2-chlorobutyrate and 3-bromopropionitrile has been achieved via a process involving sequential vicarious nucleophilic aromatic substitution and alkylation.
Rearrangements of 2-Phenylthioethanols with Alkenyl, Alkynyl, Ester, and Other Functionalised Alkyl Substituents at the Migration Origin: Synthesis of γ-Phenylthiocrotonate Esters
Brownbridge, Peter,Hunt, Paul G.,Warren, Stuart
, p. 1695 - 1706 (2007/10/02)
The effects of functional groups near the migration origin in and PhS shifts are explored: an α-CO2R group prevents migration, α or β vinyl groups have only steric effects, alkynyl or CO2Et groups encourage rearrangement and provide routes to γ-phenylthio unsaturated esters and ketones.
Replacement of the Activated Nitro Group by a Phenylthio Group
Miyake, Hideyoshi,Yamamura, Kimiaki
, p. 89 - 92 (2007/10/02)
The nitro group, activated by a carbonyl group, alkoxycarbonyl group or a phenyl group, can be replaced by a phenylthio group in the reaction with benzenethiol or its potassium salt.This reaction proceeds in the electron transfer mechanism, and is applicable to the general syntheses of α-phenylthio ketones, α-phenylthio carboxylic esters and α-phenylthio alkylbenzenes from primary nitro compounds.
Synthesis of α-Phenylthio Enones and Esters of α-Phenylthio Alkenoic Acids
Durman, John,Grayson, J.Ian,Hunt, Paul G.,Warren, Stuart
, p. 1939 - 1946 (2007/10/02)
The title compounds can be made by a Pummerer dehydration from the corresponding saturated sulphoxides.The alkylation of anions from saturated and unsaturated ketones is described.
ALKYLATION OF EXTENDED ENOLATES FROM α-PHENYLTHIO CROTONATE ESTERS
Durman, John,Hunt, Paul G.,Warren, Stuart
, p. 2113 - 2116 (2007/10/02)
Conditions are described for the formation of enolate anions from substituted α-phenylthio-crotonate esters and their alkylation at the α-carbon atom.
Scope and limitations of allyl sulphide synthesis by [1,2] and [1,3] phenylthio migration
Brownbridge, Peter,Warren, Stuart
, p. 2272 - 2285 (2007/10/05)
β-Phenylthio-alcohols rearrange in acidic solution (toluene-p-sulphonic acid in benzene under reflux) to give allyl sulphides by phenylthio migration. High yields of single products useful in organic synthesis are obtained with a tertiary or secondary mig
