35050-01-2Relevant articles and documents
A facile synthetic route to α-selenoketones promoted by SmI2 or SmI3
Ying, Taokai,Bao, Weiliang,Zhang, Yongmin
, p. 1517 - 1523 (1996)
α-Arylseleno or α-alkylselenoketones were synthesized by reactions of α-haloketones with RSeBr mediated by SmI2 or SmI3.
A novel route to the synthesis of α-arylselenosubstituted carbonyl compounds and nitriles
Beletskaya, Irina,Sigeev, Alexander,Peregudov, Alexander,Petrovskii, Pavel
, p. 1348 - 1349 (2005)
Activated alkyl halides such as α-halocarbonyl compounds and α-halonitriles easily react with tributyltin arylselenides both in fluoride-mediated reaction and without any additives. The former protocol gives corresponding selenides under the mild conditio
Acridine Orange Hemi(Zinc Chloride) Salt as a Lewis Acid-Photoredox Hybrid Catalyst for the Generation of α-Carbonyl Radicals
Das, Sanju,Mandal, Tanumoy,De Sarkar, Suman
, p. 755 - 765 (2021/12/10)
A readily accessible organic-inorganic hybrid catalyst is reported for the reductive fragmentation of α-halocarbonyl compounds. The robust hybrid catalyst is a self-stabilizing combination of ZnCl2 Lewis acid and acridine orange as the photoactive organic dye. Mechanistic specifics of this hybrid catalyst have been studied in detail using both photophysical and electrochemical experiments. A systematic study enabled the discovery of the appropriate Lewis acid for the effective LUMO stabilization of α-halocarbonyl compounds and thereby lowering of reduction potential within the range of a standard organic dye. This strategy resolves the issues like dehalogenative hydrogenation or homo-coupling of alkyl radicals by guiding the photoredox cycle through an oxidative quenching pathway. The cooperativity between the photoactive organic dye and the Lewis acid counterparts empowers functionalization with a wide range of coupling partners through efficient and controlled generation of alkyl radicals and serves as an appropriate alternative to the expensive late transition metal-based photocatalysts. To demonstrate the application potential of this cooperative catalytic system, four different synthetic transformations of α-carbonyl bromides were explored with broad substrate scopes.
Visible-light-induced intermolecular aminoselenation of alkenes
Ling, Yong,Liu, Gong-Qing,Liu, Ji,Wang, Peng-Fei,Yi, Wei,Zhang, Yun-Qian,Zhou, Chen-Fan
supporting information, p. 9968 - 9973 (2021/12/24)
An intermolecular aminoselenation of alkenes with sulfonimides and diselenides is achieved via a visible-light-induced three component reaction. A broad variety of aminoselenation products is accessible in good yields with excellent functional group compatibility. Additional features of this new protocol include being additive- and photocatalyst-free and the use of natural sunlight as well as suitability for the modification of styrene-functionalized biomolecules. Mechanistic investigations suggest that the transformation occurs through a sequence of radical additions and nucleophilic substitutions. This journal is
Visible light promoted alpha-selenoketone compound synthesis method
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Paragraph 0047-0050, (2020/07/12)
The invention discloses a visible light promoted alpha-selenoketone compound synthesis method. The method comprises the following steps: A, sequentially adding compounds 1 and 2 into a reactor under an open condition; B, carrying out stirring reaction under a certain temperature condition and light source irradiation; 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 alpha-selenoketone 3. According to the preparation method, olefin and diselenide are used as the raw materials, one of acetonitrile, dichloromethane and ethyl acetate is used as a solvent, the reaction temperature is room temperature, the alpha-selenoketone compound is efficiently synthesized under irradiation of a white fluorescence light source, and compared with a traditional synthesis method, the method has the advantages that the reaction condition is mild, and the method can be smoothly carriedout at room temperature; the operation is simple, and all operations can be carried out in an open system; meanwhile, the method avoids using expensive transition metal catalysts, and has the characteristics of economy, green and environmental protection and the like.
