56051-09-3Relevant academic research and scientific papers
Iodosobenzene-Mediated Three-Component Selenofunctionalization of Olefins
Liang, Zhi-Peng,Yi, Wei,Wang, Peng-Fei,Liu, Gong-Qing,Ling, Yong
, p. 5292 - 5304 (2021/04/06)
A three-component reaction of olefin, diselenide and water, alcohols, phenol, carboxylic acid, or amine by a commercially available hypervalent iodine(III) reagent, PhIO, was developed. This method provides access to a wide range of vicinally functionalized selenoderivatives under ambient conditions with mostly excellent yields and high diastereoselectivity. The developed reaction displays high levels of functional group compatibility and is suitable for the late-stage functionalization of styrene-functionalized biomolecules. Preliminary investigations on the mechanism of the reaction are also presented.
Method for promoting synthesis of beta-hydroxyl selenide compound by visible light
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Paragraph 0076-0079, (2021/05/01)
The invention relates to the technical field of organic synthetic chemistry, in particular to a method for promoting synthesis of a beta-hydroxyl selenide compound by visible light. The method comprises the following steps: A, sequentially adding a compound 1 and a compound 2 into a reactor; B, stirring the compound 1 and the compound 2 for reaction at a certain temperature under the irradiation of a light source under an open condition; C, after the reaction is finished, evaporating the solvent under reduced pressure to obtain a crude product; and D, carrying out column chromatography purification to obtain the beta-hydroxy selenide compound 3. According to the method, olefin and diselenide are used as raw materials, one of an acetonitrile/water mixed solvent and an acetone/water mixed solvent is used as a solvent, the reaction temperature is room temperature, and the beta-hydroxyl selenide compound is efficiently synthesized under the irradiation of a white fluorescent light source; compared with the traditional synthesis method, the method has the advantages that the reaction conditions are mild and can be smoothly carried out at room temperature; operation is simple, and all operations can be carried out in an open system; and raw materials are easy to obtain, the yield is high, functional group compatibility is good, and the substrate application range is wide.
Efficient Protocol for Synthesis of β-Hydroxy(alkoxy)selenides via Electrochemical Iodide-Catalyzed Oxyselenation of Styrene Derivatives with Dialkyl(aryl)diselenides
Chen, Jinyang,Mei, Lan,Wang, Haiying,Hu, Li,Sun, Xiaorui,Shi, Jianwei,Li, Qiang
, p. 1230 - 1234 (2019/09/17)
An efficient protocol for the synthesis of β-hydroxy(alkoxy)selenides was developed through the electrochemical iodide-catalyzed oxyselenation of styrene derivatives with dialkyl(aryl)diselenides under mild reaction conditions. Mechanistic studies showed that the cation I+ is involved during the whole process, and accelerates the formation of seleniranium ion via substitution and addition reaction with dialkyl(aryl)diselenides and styrene derivatives. The corresponding products are formed in good to excellent yields. This electrochemical oxyselenation provides an efficient strategy for difunctionalization of alkenes.
SYNTHESIS OF α-SELENOALKYLLITHIUM COMPOUNDS
Krief, A.,Dumont, W.,Clarembeau, M.,Bernard, G.,Badaoui, E.
, p. 2005 - 2022 (2007/10/02)
α-Phenylselenoalkyllithiums and α-methylselenoalkyllithiums have been prepared from the corresponding selenoacetals and alkyllithiums.Several features of this reaction are disclosed.For example, the reaction is more readily achieved on phenylselenoacetals than on methylseleno analogues.Those derived from hindered carbonyl compounds are less readily cleaved. s-BuLi/THF proved superior to n-BuLi in THF, itself better than n-BuLi in ether.
UNUSUAL REACTIVITY OF SELENOBORANES TOWARDS EPOXIDES: NEW SELECTIVE ROUTES TO β-HYDROXYSELENIDES AND ALLYLALCOHOLS
Cravador, A.,Krief, A.
, p. 2491 - 2494 (2007/10/02)
Selenoboranes react with terminal, α, β- di- and trisubstituted epoxides to produce β-hydroxyselenides (or olefins) in the two first cases and allyl alcohols in the last one.A very high stereodescrimination has been observed for α,β-disubstituted epoxides: the cis epoxide being much more reactive.
