49639-22-7Relevant academic research and scientific papers
Sulfoxide and sulfone compounds, as well as selective synthesis method and application thereof
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Paragraph 0045-0048; 0077-0080, (2019/12/02)
The invention discloses a method for selectively synthesizing a sulfoxide compound shown as a formula (II) and a sulfone compound shown as a formula (III). In a reaction solvent, thioether (I) is usedas a reaction raw material and oxygen as an oxidation reagent, under the catalytic action of visible light and a photosensitive reagent; under the assistance of an additive, when a large-polarity proton-containing additive such as an acid and an alcohol or a solvent or an additive with excellent electron donating ability is used, a sulfoxide compound (II) is selectively generated; and when a small-polarity aprotic additive or a solvent is used, a sulfone compound (III) is selectively generated. The synthesis method has the advantages of easily available and cheap raw materials, simple reaction operation, mild reaction conditions, high yield and excellent functional group tolerance. According to the invention, synthesis and modification of some medicines are realized, and an efficient method for selectively constructing sulfoxide and sulfone compounds is provided for medicinal chemistry research.
Selective Late-Stage Oxygenation of Sulfides with Ground-State Oxygen by Uranyl Photocatalysis
Li, Yiming,Rizvi, S. Aal-e-Ali,Hu, Deqing,Sun, Danwen,Gao, Anhui,Zhou, Yubo,Li, Jia,Jiang, Xuefeng
supporting information, p. 13499 - 13506 (2019/08/21)
Oxygenation is a fundamental transformation in synthesis. Herein, we describe the selective late-stage oxygenation of sulfur-containing complex molecules with ground-state oxygen under ambient conditions. The high oxidation potential of the active uranyl cation (UO22+) enabled the efficient synthesis of sulfones. The ligand-to-metal charge transfer process (LMCT) from O 2p to U 5f within the O=U=O group, which generates a UV center and an oxygen radical, is assumed to be affected by the solvent and additives, and can be tuned to promote selective sulfoxidation. This tunable strategy enabled the batch synthesis of 32 pharmaceuticals and analogues by late-stage oxygenation in an atom- and step-efficient manner.
Self-catalyzed oxidation of sulfides with hydrogen peroxide: A green and practical process for the synthesis of sulfoxides
Shi, Feng,Tse, Man Kin,Kaiser, Hanns Martin,Beller, Matthias
, p. 2425 - 2430 (2008/09/19)
A self-catalyzed selective oxidation of sulfides to sulfoxides has been developed. The scope of the protocol is demonstrated in the selective oxidation of 17 different substrates. High yields and chemoselectivity (in general > 90 % ) are achieved in most cases.
Selective oxidation of sulfides to sulfoxides and sulfones at room temperature using H2O2 and a Mo(VI) salt as catalyst
Jeyakumar, Kandasamy,Chand, Dillip Kumar
, p. 4573 - 4576 (2007/10/03)
Selective oxidation of sulfides to sulfoxides and sulfones is achieved by H2O2 using MoO2Cl2 as the catalyst. Various substituted sulfides having functional groups such as methyl, methoxy, bromo, nitro, alkene, alkyne, alcohol, ester, aldehyde and remarkably an oxime are successfully and selectively oxidized without affecting the sensitive functionalities.
Formation of cyclic sulfonium salts by Me3SiI-promoted intramolecular displacement of hydroxide or methoxide by sulfide. Ring contraction thiepane → thiolane
Cere, Vanda,Pollicino, Salvatore,Fava, Antonino
, p. 5989 - 5998 (2007/10/03)
A suitably positioned (1,2-, 1,4-, and 1,5-) intramolecular sulfide interferes with the iodotrimethylsilane-promoted iodine for hydroxyl substitution, as well as the related alcohol deprotection procedure (regioselective cleavage of methyl ethers). The ou
