57205-27-3Relevant academic research and scientific papers
Method for visible light driven green synthesis of benzoin bis-ether
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Paragraph 0030-0036, (2019/02/10)
The invention relates to a method for visible light driven green synthesis of benzoin bis-ether. The method comprises the steps that an alkyne compound, an alcohol compound and 10-methyl-9-sym-trimethylbenzene based acridine perchlorate perform driving reaction in the atmosphere at room temperature with the visible light with the wavelength of 450-460 nm, a reaction solution is obtained after 3 hours and is spin-dried to obtain concentrate, and the concentrate is subjected to column chromatography on silica gel to obtain the benzoin bis-ether. The method is high in yield, moderate in conditionand small in environmental pollution.
Visible-light-enabled aerobic synthesis of benzoin bis-ethers from alkynes and alcohols
Lei, Wen-Long,Yang, Biao,Zhang, Qing-Bao,Yuan, Pan-Feng,Wu, Li-Zhu,Liu, Qiang
supporting information, p. 5479 - 5483 (2019/01/03)
A new, facile, atom-economical and good regioselective method for the synthesis of benzoin bis-ethers has been developed via directly using readily available alkynes and alcohols as raw materials under visible light irradiation. The protocol utilizes commercial Mes-Acr+ClO4- as an organophotoredox catalyst and air (O2) as a green sustainable reagent. A range of benzoin bis-ether derivatives were easily and efficiently obtained in a one-pot procedure at room temperature, and water is the by-product.
Rearrangement of 1-Aryl-2,2-dihalo-1-alkanones
Kimpe, Norbert De,Verhe, Roland,Buyck, Laurent De,Schamp, Niceas
, p. 2803 - 2813 (2007/10/02)
Reaction of 1-aryl-2,2-dichloro-1-alkanones with alkoxides in the corresponding alcohol afforded a mixture of 1-aryl-2,2-dialkoxy-1-alkanones and 1-aryl-1,1-dialkoxy-2-alkanones.The mechanism was shown to proceed via α-chloro-α'-alkoxy epoxides, which rearranged into 1-alkoxy-1-aryl-1-chloro-2-alkanones, the latter giving the final compounds via either another epoxide intermediate or a solvolysis mechanism. α,α-Dibromo- and α-bromo-α-chloroalkyl aryl ketones behaved analogously, but α-bromo-α-fluoro- and α-chloro-α-fluoroalkyl aryl ketones gave exclusively solvolysis of initially formed 1-alkoxy-1-aryl-1-fluoro-2-alkanones, resulting in rearranged 1-aryl-1,1-dialkoxy-2-alkanones. α,α-Difluoroalkyl aryl ketones did not rearrange but underwent reduction of the carbonyl function on treatment with sodium methoxide in methanol.The influence of varying factors, such as the steric requirements of the alkoxide and the substrate, the concentration of the alkoxide, the aromatic substituent, the temperature, and the halogens, was investigated and correlated to the mechanism involved.
