2388-68-3Relevant articles and documents
Enantioselective Oxidation of Thioethers: an Easy Route to Enantiopure C2 Symmetrical bis-Methylsulfinylbenzenes
Bendazzoli, Paolo,Furia, Fulvio Di,Licini, Giulia,Modena, Giorgio
, p. 2975 - 2978 (1993)
The direct oxidation of bis-methylthioethers 1 by t-butyl hydroperoxide, titanium tetra-isopropylate and (+)-diethyl tartrate, affords the almost enantiomerically pure dl bis-methylsulfinylbenzenes 2 (e.e. >/= 99percent) in a process which is also charact
ALTERNATIVE SYNTHESES OF DIBENZOTETRASELENAFULVALENE, OF SOME OF ITS PRECURSORS AND OF TETRASELENOALKENES ANALOGS
Lambert, Christian,Christiaens, Leon
, p. 833 - 834 (1984)
We report alternative syntheses of dibenzotetraselenafulvalene, of a key precursor and of tetramethylselenoethylene.
Meta -Non-flat substituents: A novel molecular design to improve aqueous solubility in small molecule drug discovery
Ichikawa, Yuki,Hiramatsu, Michiaki,Mita, Yusuke,Makishima, Makoto,Matsumoto, Yotaro,Masumoto, Yui,Muranaka, Atsuya,Uchiyama, Masanobu,Hashimoto, Yuichi,Ishikawa, Minoru
supporting information, p. 446 - 456 (2021/01/29)
Aqueous solubility is a key requirement for small-molecule drug candidates. Here, we investigated the regioisomer-physicochemical property relationships of disubstituted benzenes. We found that meta-isomers bearing non-flat substituents tend to possess the lowest melting point and the highest thermodynamic aqueous solubility among the regioisomers. The examination of pharmaceutical compounds containing a disubstituted benzene moiety supported the idea that the introduction of a non-flat substituent at the meta position of a benzene substructure would be a promising approach for medicinal chemists aiming to improve the thermodynamic aqueous solubility of drug candidates, even though it might not be universally effective. This journal is
Metal-free radical thiolations mediated by very weak bases
Koziakov, Denis,Majek, Michal,Jacobi Von Wangelin, Axel
supporting information, p. 11347 - 11352 (2016/12/16)
Aromatic thioethers and analogous heavier chalcogenides were prepared by reaction of arene-diazonium salts with disulfides in the presence of the cheap and weak base NaOAc. The mild and practical reaction conditions (equimolar reagents, DMSO, r.t., 8 h) tolerate various functional groups (e.g. Br, Cl, NO2, CO2R, OH, SCF3, furans). Mechanistic studies indicate the operation of a radical aromatic substitution mechanism via aryl, acetyloxyl, thiyl, and dimsyl radicals.