30246-74-3Relevant academic research and scientific papers
Direct Synthesis of Propen-2-yl Sulfones through Cascade Reactions Using Calcium Carbide as an Alkyne Source
Gao, Lei,Liu, Zhenrong,Ma, Xiaolong,Li, Zheng
, p. 5246 - 5250 (2020)
A simple method for the construction of propen-2-yl sulfones through cascade reactions of calcium carbide with arylsulfonylhydrazones using copper as a mediator is described. The salient features of this protocol are the use of readily available and easy-to-handle alkyne source, broad substrate scope, open-air condition, and simple operation procedure.
One-pot synthesis of α-methyl vinyl sulfones from ethyl phenyl sulfones
Lee, Jae Wook,Lee, Chi-Wan,Jung, Jin Hang,Oh, Dong Young
, p. 279 - 283 (2000)
Various α-methyl vinyl sulfones were synthesized by Horner-Emmons olefination of aldehydes and sulfonyl phosphonate generated from 1,1- dilithiosulfone.
Controlled Synthesis of β-Keto Sulfones and Vinyl Sulfones under Electrochemical Oxidation
Fang, Yang,Xu, Dongping,Yu, Yingliang,Tang, Rumeng,Dai, Shuaishuai,Wang, Zhenghua,Zhang, Wu
, (2022/04/09)
Selective sulfonylation and oxosulfonylation of alkenes with sulfinates have been developed via anodic oxidation in an undivided cell. The novel electrosynthetic method provided β-keto sulfones and vinyl sulfones with good to excellent yields in the absence of any transition metal catalyst and oxidants. Mechanism studies show that two different pathways involved in these two transformations.
Photoredox Catalyzed Sulfonylation of Multisubstituted Allenes with Ru(bpy)3Cl2 or Rhodamine B
Chen, Jingyun,Chen, Shufang,Jiang, Jun,Lu, Qianqian,Shi, Liyang,Xu, Zekun,Yimei, Zhao
, (2021/11/09)
A highly regio- and stereoselective sulfonylation of allenes was developed that provided direct access to α, β-substituted unsaturated sulfone. By means of visible-light photoredox catalysis, the free radicals produced by p-toluenesulfonic acid reacted with multisubstituted allenes to obtain Markovnikov-type vinyl sulfones with Ru(bpy)3Cl2 or Rhodamine B as photocatalyst. The yield of this reaction could reach up to 91%. A series of unsaturated sulfones would be used for further transformation to some valuable compounds.
Photoredox-Catalyzed Hydrosulfonylation of Arylallenes
Detistova, Galina I.,Festa, Alexey A.,Rybakov, Victor B.,Storozhenko, Olga A.,Van Der Eycken, Erik V.,Varlamov, Alexey V.,Voskressensky, Leonid G.
, (2020/01/31)
(Het)Arylallenes undergo hydrosulfonylation under photoredox-catalyzed conditions. The reaction gives vinyl sulfones in a regio- and diastereoselective manner, employing sodium sulfinates as the sulfonyl source and eosin Y as the photocatalyst. Indol-1-yl, pyrrol-1-yl, phenyl, and naphtylallenes might be used. Aliphatic allenes are incompatible with the reaction conditions.
Copper-catalyzed highly selective direct hydrosulfonylation of alkynes with arylsulfinic acids leading to vinyl sulfones
Wei, Wei,Li, Jinli,Yang, Daoshan,Wen, Jiangwei,Jiao, Yueting,You, Jinmao,Wang, Hua
, p. 1861 - 1864 (2014/03/21)
A novel Cu-catalyzed direct hydrosulfonylation of alkynes with arylsulfinic acids for the synthesis of (E)-vinyl sulfones has been realized under mild conditions with 100% atom efficiency. The present protocol provides an attractive approach to various vinyl sulfones in good to excellent yields, with the advantages of operation simplicity, atom economy, and high stereo- and regioselectivities.
Samarium(II) iodide-mediated deoxygenative debromination of α-bromo-β-hydroxy (acetoxy) phenyl sulfones: Synthesis of α,β-unsaturated sulfones
Reutrakul, Vichai,Jarussophon, Suwatchai,Pohmakotr, Manat,Chaiyasut, Yupa,U-Thet, Saengvimon,Tuchinda, Patoomratana
, p. 2285 - 2288 (2007/10/03)
Deoxygenative debromination of α-bromo-β-hydroxy (acetoxy) phenyl sulfones with samarium(II) iodide led to substituted α,β-unsaturated sulfones in good to excellent yields. The E-isomer is the major product. A possible mechanism via an α-sulfonyl radical pathway is proposed.
Stereoselective synthesis of substituted tetrahydrofurans using 5-Endo- trig cyclisation reactions
Craig, Donald,Ikin, Neil J.,Mathews, Neil,Smith, Alison M.
, p. 13471 - 13494 (2007/10/03)
Sulfonyl-substituted homoallylic alcohols undergo 5-endo-trig cyclisation reactions on treatment with base, with cyclisation stereoselectivity depending on double bond geometry.
Direct sulfonylation of lithiated alkyl phosphonates with benzenesulfonyl fluoride; Facile method for preparation of α-sulfonyl alkyl phosphonates and vinyl sulfones
Jang, Won Bum,Jeon, Hyoung Joon,Oh, Dong Young
, p. 1253 - 1256 (2007/10/03)
α-Sulfonyl phosphonates were synthesized by direct sulfonylation of lithiated alkyl phosphonates with benzenesulfonyl fluoride which have shown different reactivity from benzenesulfonyl chloride, generally known as a sulfonylating reagent.
Stereoselective synthesis of 3-(phenylsulphonyl)-2,5 disubstituted tetrahydrofurans via 5-endo-trig ring-closure reactions
Craig,Smith
, p. 695 - 698 (2007/10/02)
The synthesis and stereoselective 5-endo-trig cyclization reactions of a series of sulphonyl-substituted homoallylic alcohols are reported. Some competing reactions are described, and a model is proposed to account for the observed stereoselectivity.
