114141-01-4Relevant academic research and scientific papers
Regio- and Stereoselective Hydrosulfonation of Alkynylcarbonyl Compounds with Sulfinic Acid in Water
Wu, Chao,Yang, Panpan,Fu, Zhimin,Peng, Yong,Wang, Xin,Zhang, Zuozhi,Liu, Fang,Li, Wenyi,Li, Zhizhang,He, Weimin
, p. 10664 - 10671 (2016)
We report the atom-economic and environmentally friendly synthesis of Z-β-sulfonyl-a,β-unsaturated carbonyl compounds in water. The mechanism study reveals that the hydrosulfonylation of alkynylcarbonyl compounds with sulfinic acids proceeds via a mechanism that features a sulfinic acid molecule protonating an alkynyl motif to form the ethenium intermediate, which subsequently reacted with a sulfonyl anion to afford the desired products. The ethenium intermediate differentiated electronic and steric demands between the two substituents on the C≡C triple bond of the alkyne substrates to exhibit high regio- and stereoselectivity from a wide range of Z-β-sulfonyl-a,β-unsaturated carbonyl compounds.
A (Z)-sulfonyl dibutyl ester preparation method (by machine translation)
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Paragraph 0042; 0043; 0044; 0045; 0046; 0047, (2016/10/17)
This invention relates to a kind of (Z)-sulfonyl dibutyl ester preparation method, the method is the ester compound acetylenic acid[...] compound and through the one-pot synthesis generating addition-elimination reaction, to obtain sulfonyl dibutyl ester; under mild conditions of the method, by one-pot reaction, high yield, high selectivity synthesis of (Z)-type sulfonyl enoic acid ester compound, and the operation is simple, environment friendly, and without need to add the catalyst, which is beneficial for industrial production. (by machine translation)
A direct catalyst-free and stereoselective sulfonylation of propargyl esters for efficient synthesis of (Z)-β-sulfonyl enoates in water
Jiang, Jun,Wu, Yundong,Wang, Ruijia,He, Yongzhao,Xu, Chonghui,Deng, Wei,Zeng, Zebing,Xiang, Jiannan
, p. 7895 - 7900 (2016/11/18)
Water-promoted sulfonylation of propargyl esters leading to highly regioselective and stereoselective formation of (Z)-β-sulfonyl enoates in excellent yields, by a simple, mild, and environmentally benign reaction procedure without employing any ligand or additive is reported.
Regioselective and stereoselective sulfonylation of alkynylcarbonyl compounds in water
Li, Wenyi,Yin, Guoxing,Huang, Lei,Xiao, Yan,Fu, Zhimin,Xin, Xiu,Liu, Fang,Li, Zhizhang,He, Weimin
, p. 4879 - 4883 (2016/10/06)
With water as the reaction medium, an efficient protocol has been developed for the synthesis of Z-β-sulfonyl-α,β-unsaturated carbonyl products via water-promoted sulfonylation of alkynylcarbonyl compounds with sodium sulfinates. This strategy could effectively avoid the use of toxic organic solvents, catalysts and additives. This method features a wide substrate scope with a broad range of functional group tolerance, utilizes easily available starting materials, can be scaled-up, and is operationally simple.
A Mild and Rapid Synthesis of (Z)-β-Sulfonyl Enoates from Sodium Sulfinates and Propargyl Esters
Jiang, Jun,Zou, Huaxu,Yi, Niannian,Wang, Ruijia,Zhang, Hao,Lan, Lixin,Xiang, Jiannan
, p. 1245 - 1250 (2016/12/27)
Water-promoted sulfonylation of propargyl esters leading to highly regioselective and stereoselective formation of (Z)-β-sulfonyl enoates in excellent yields, by a simple, mild, rapid and environmentally benign reaction procedure is reported.
