89457-03-4Relevant academic research and scientific papers
Tetrabutylammonium Iodide Mediated Synthesis of β-Alkoxy Sulfides and Vinyl Sulfones by Using Benzenesulfonyl Chlorides as the Sulfur Sources under Acidic or Alkaline Conditions
Wang, Dingyi,Zhang, Rongxing,Lin, Sen,Yan, Zhaohua,Guo, Shengmei
, p. 2003 - 2008 (2016/08/09)
The tetrabutylammonium iodide (TBAI)-promoted generation of sulfur-containing compounds from benzenesulfonyl chlorides and alkenes is described. Under acidic condition, a wide range of β-alkoxy sulfides were obtained in good to excellent yields, whereas under alkaline conditions, various vinyl sulfones were produced in moderate to good yields. A novel preparation of (E)-β-iodovinyl sulfones was achieved through direct difunctionalization of alkynes with benzenesulfonyl chlorides and TBAI.
Three-component oxysulfenylation reaction: Two simple and convenient approaches to β-alkoxy sulfides
Wang, Dingyi,Zhang, Rongxing,Ning, Wei,Yan, Zhaohua,Lin, Sen
, p. 5136 - 5140 (2016/06/14)
An unprecedented method for the synthesis of β-alkoxy sulfides via a NaI/HBr-mediated three-component oxysulfenylation reaction of alkenes with arylsulfinic acids and alcohols is reported. Furthermore, I2-promoted oxysulfenylation of alkenes using sodium arylsulfinates instead of arylsulfinic acids to synthesise various β-alkoxy sulfides is also described.
Catalytic chalcogenylation under greener conditions: A solvent-free sulfur- and seleno-functionalization of olefins via I2/DMSO oxidant system
Vieira, André A.,Azeredo, Juliano B.,Godoi, Marcelo,Santi, Claudio,Da Silva Júnior, Eufranio N.,Braga, Antonio L.
, p. 2120 - 2127 (2015/05/12)
Herein, we report a solvent- and metal-free methodology for the alkoxy-chalcogenylation of styrenes, using molecular iodine as a catalyst, DMSO as a stoichiometric oxidant, and different nucleophiles under microwave irradiation. This eco-friendly approach afforded the desired products in good to excellent yields in only 10 min. In addition, using the same protocol, we carried out the cyclization reaction of relevant molecules, such as lapachol derivatives.
Iodine-catalyzed three-component oxysulfenylation of alkenes with sulfonyl hydrazides and alcohols
Yang, Fu-Lai,Wang, Fu-Xiang,Wang, Ting-Ting,Wang, Yi-Jie,Tian, Shi-Kai
supporting information, p. 2111 - 2113 (2014/02/14)
An unprecedented three-component oxysulfenylation reaction of alkenes with sulfonyl hydrazides and alcohols has been developed in the presence of 20 mol% iodine to give a range of structurally diverse β-alkoxy sulfides in good to excellent yields. The Royal Society of Chemistry.
SULFATO-SULFENYLATION OF OLEFINS WITH ETHYL BENZENESULFENATE IN THE PRESENCE OF SULFUR TRIOXIDE
Zefirov, N. S.,Zyk, N. V.,Lapin, Yu. A.,Kutateladze, A. G.,Ugrak, B. I.
, p. 878 - 894 (2007/10/02)
By the reaction of ethyl benzenesulfenate with sulfur trioxide a new highly reactive sulfenylating agent was obtained: ethyl phenylsulfenyl sulfate.New electrophilic-addition reactions with acyclic and mono-, bi-, and poly-cyclic olefins, dienes, and trie
NUCLEOPHILIC ADDITION TO STYRYL SULPHONES. PART I. A STUDY ON THE REGIOCHEMISTRY.
Benedetti, F.,Fabrissin, S.,Risaliti, A.
, p. 3887 - 3894 (2007/10/02)
Styryl sulphones undergo nucleophilic addition, with the nucleophile adding at the α- or the β-position, with respect to the sulphone group; β-attack is normally favoured over α-attack.Factors which can change the regioselectivity in favour of the addition of the nucleophile to the α-position are discussed for heteronucleophiles as well as carbon nucleophiles.
