432-98-4Relevant academic research and scientific papers
Facile One-Pot Access to α-Diazo-β-ketosulfones from Sulfonyl Chlorides and α-Haloketones
Dar'In, Dmitry,Kantin, Grigory,Bakulina, Olga,Krasavin, Mikhail
, p. 2259 - 2266 (2020/08/26)
A convenient one-pot approach to the preparation of α-diazo-β-ketosulfones from sulfonyl chlorides is described. It involves the conversion of the sulfonyl chloride to sodium sulfinate, alkylation of the latter with α-haloketones followed by diazo transfer using the 'sulfonyl-azide-free' ('SAFE') protocol in aqueous medium. The simple and expedient method relies on readily available starting materials and provides facile access to a wide variety of valuable diazo reagents for organic synthesis.
Copper-Catalyzed Oxidative Reaction of β-Keto Sulfones with Alcohols via C?S Bond Cleavage: Reaction Development and Mechanism Study
Du, Bingnan,Wang, Wenmin,Wang, Yang,Qi, Zhenghang,Tian, Jiaqi,Zhou, Jie,Wang, Xiaochen,Han, Jianlin,Ma, Jing,Pan, Yi
supporting information, p. 404 - 408 (2018/02/21)
A Cu-catalyzed cascade oxidative radical process of β-keto sulfones with alcohols has been achieved by using oxygen as an oxidant. In this reaction, β-keto sulfones were converted into sulfinate esters under the oxidative conditions via cleavage of C?S bond. Experimental and computational studies demonstrate that a new pathway is involved in this reaction, which proceeds through the formation of the key four-coordinated CuII intermediate, O?O bond homolysis induced C?S bond cleavage and Cu-catalyzed esterification to form the final products. This reaction provides a new strategy to sulfonate esters and enriches the research content of C?S bond cleavage and transformations.
Multicomponent reactions as a powerful tool for generic drug synthesis
Kalinski, Cedric,Lemoine, Hugues,Schmidt, Juergen,Burdack, Christoph,Kolb, Juergen,Umkehrer, Michael,Ross, Guenther
experimental part, p. 4007 - 4011 (2009/05/27)
Multicomponent reactions (MCRs) are not only a powerful tool for drug discovery, they also represent an excellent methodology for synthesis rationalization. Here we wish to illustrate the potential of MCRs in the production of generic drugs by synthesizing, in racemic form, the antiplatelet agent clopidogrel and the nonsteroidal antiandrogen bicalutamide, using Ugi, Petasis and Passerini reactions. Georg Thieme Verlag Stuttgart.
HETEROCYCLIC DIHYDROPYRIMIDINE COMPOUNDS
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Page/Page column 45-46, (2008/06/13)
Novel heterocyclic dihydropyrimidine compounds useful as inhibitors of potassium channel function (especially inhibitors of the Kv1 subfamily of voltage gated K+ channels, especially inhibitors Kv1.5 which has been linked to the ultra rapidly activating d
HYDRATION OF 1- AND 3-ARYLSULFONYL-1-PROPYNES AND ARYLSULFONYLALLENES
Mikhailova, V. N.,Bulat, A. D.,Yurevich, V. P.,Ezhova, L. A.
, p. 1756 - 1759 (2007/10/02)
The reactions of isomeric 1- and 3-arylsulfonyl-1-propynes and arylsulfonylallenes with primary aromatic amines in organic solvent-water system lead to arylsulfonyl-2-propanones.Unstable addition products (enamines) are formed in the reaction and then undergo hydration and are transformed into the ketones.
RAPID AMD LARGE-SCALE SYNTHESIS OF SULFONYL-SUBSTITUTED PROPANONES
Davis, Roman
, p. 823 - 828 (2007/10/02)
A one-pot, large-scale, and rapid (10-20 minutes) synthesis of sulfonyl-substituted propanone has been developed.The synthesis, starting with a thiol, chloroacetone, and OXONE, can easily be monitored with the use of a pH indicator.
