125568-47-0Relevant academic research and scientific papers
19F NMR Study of the Reaction of p-Fluorobenzenethiol and Disulfide with Periodate and Other Selected Oxidizing Agents
Evans, Brian J.,Doi, Joyce Takahashi,Musker, W. Kenneth
, p. 2337 - 2344 (1990)
The products of the reactions of both p-fluorobenzenethiol and p-fluorobenzene disulfide with a series of oxidants were examined using 19F NMR spectroscopy.Two commonly used mild oxidants (periodate and hydrogen peroxide), a "non-oxygen-transfer" oxidant
Iodine-catalyzed sulfuration of isoquinolin-1(2H)-ones applying ethyl sulfinates
Mu, Yangxiu,Yang, Minghua,Li, Fengxia,Iqbal, Zafar,Jiang, Rui,Hou, Jing,Guo, Xin,Yang, Zhixiang,Tang, Dong
supporting information, p. 4934 - 4937 (2021/03/26)
An efficient sulfuration of isoquinolin-1(2H)-ones at the C-4 position is reported by employing ethyl sulfinates, and the corresponding products are obtained in moderate to excellent yields in the presence of iodine. This synthetic strategy provides a range of thioether-isoquinolin-1(2H)-ones while tolerating a number of functional groups on the isoquinoline nitrogen atom and benzene ring. In addition, pyridin-2(1H)-one is also reacted smoothly and afforded the corresponding thioether product in moderate yield. A plausible mechanism is suggested based on the preliminary mechanistic studies.
Sodium Arenesulfinates-Involved Sulfinate Synthesis Revisited: Improved Synthesis and Revised Reaction Mechanism
Ji, Yuan-Zhao,Li, Hui-Jing,Zhang, Jin-Yu,Wu, Yan-Chao
, p. 1846 - 1855 (2019/02/14)
Reaction of alcohols with sodium arenesulfinates could afford either sulfones or sulfinates, and O-attack of sulfinate anions onto the in situ generated carbocation intermediates from alcohols was the previous proposed reaction mechanism in many syntheses of sulfinates. This concept, which is often used consciously or unconsciously, was revised herein by using isotopic labeling experiments and development of an improved sulfinate synthesis. The improved sulfinate synthetic protocol possesses many advantages such as a high sulfinate/sulfone selectivity, a broad substrate scope, metal-free, and mild reaction conditions. The revised reaction mechanism necessitates revision of many previous proposed reaction mechanisms in literatures.
Catalyst-free sulfenylation of indoles with sulfinic esters in ethanol
Yang, Xiuqin,Bao, Yishu,Dai, Zonghao,Zhou, Qingfa,Yang, Fulai
supporting information, p. 3727 - 3731 (2018/08/21)
A novel catalyst-free method for the synthesis of structurally diverse indole thioethers in moderate to excellent yields has been developed. In this reaction, sulfinic esters serve as new sulfur electrophiles.
Method for preparation of sulfinic acid ester from thiophenol or thiol
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Paragraph 0041; 0042; 0043, (2017/08/28)
The invention discloses a method for preparation of sulfinic acid ester from thiophenol or thiol. The method includes the steps of: 1. oxidative esterification: adding 1 equivalent of thiol or thiophenol into a pressure-tolerant reaction bottle, at the sa
Oxidation of aromatic lithium thiolates into sulfinate salts: An attractive entry to aryl sulfones labeled with carbon-11
Martin, Claudie,Sandrinelli, Franck,Perrio, Cecile,Perrio, Stephane,Lasne, Marie-Claire
, p. 210 - 214 (2007/10/03)
Aromatic 11C-sulfones were synthesized by S alkylation of lithium arenesulfinates, which are readily available from the corresponding thiols by an oxaziridine-mediated oxidation reaction with [11C]alkyl iodides in THF/H2O (4:1) at 150 °C. The radiosyntheses, including purification by HPLC, were completed in an average of 35 min from the end of the bombardment with 55-76% overall radiochemical yields (decay corrected). The described procedure extends the range of accessible labeling methods.
A new reaction of 2-(phenylsulfonyl)-3-phenyloxaziridine (davis reagent): Oxidation of thiolates to sulfinates. Application to the synthesis of sulfones
Sandrinelli, Franck,Perrio, Stephane,Beslin, Pierre
, p. 1177 - 1180 (2008/02/09)
(Matrix Presented) The first efficient and general method for the generation of sulfinate anions by oxidation of the corresponding thiolates is described. The oxidizing agent employed is the classical 2-(phenylsulfonyl)-3-phenyloxaziridine, commonly known as the Davis reagent. Subsequent S-alkylation of the sulfinates under phase-transfer catalysis affords sulfones 6 in 71-91% isolated yields (10 examples).
