10186-26-2Relevant articles and documents
Visible-light photoredox-catalyzed selective carboxylation of C(sp3)?F bonds with CO2
Bo, Zhi-Yu,Chen, Lin,Gao, Tian-Yu,Jing, Ke,Lan, Yu,Liu, Shi-Han,Luo, Shu-Ping,Yan, Si-Shun,Yu, Bo,Yu, Da-Gang
supporting information, p. 3099 - 3113 (2021/11/16)
It is highly attractive and challenging to utilize carbon dioxide (CO2), because of its inertness, as a nontoxic and sustainable C1 source in the synthesis of valuable compounds. Here, we report a novel selective carboxylation of C(sp3)?F bonds with CO2 via visible-light photoredox catalysis. A variety of mono-, di-, and trifluoroalkylarenes as well as α,α-difluorocarboxylic esters and amides undergo such reactions to give important aryl acetic acids and α-fluorocarboxylic acids, including several drugs and analogs, under mild conditions. Notably, mechanistic studies and DFT calculations demonstrate the dual role of CO2 as an electron carrier and electrophile during this transformation. The fluorinated substrates would undergo single-electron reduction by electron-rich CO2 radical anions, which are generated in situ from CO2 via sequential hydride-transfer reduction and hydrogen-atom-transfer processes. We anticipate our finding to be a starting point for more challenging CO2 utilization with inert substrates, including lignin and other biomass.
Method for synthesizing succinic acid compounds
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Paragraph 0028-0036; 0038; 0045-0047; 0049, (2019/08/01)
The invention provides a method for synthesizing succinic acid compounds. The method specifically comprises the following steps: adding a substrate, a photocatalyst and an alkali into a reaction tube,adding a reducing agent and a solvent under the atmosphere of CO2, conducting reacting under the irradiation of visible light, carrying out quenching treatment after the raw materials react completely, and then conducting separating and purifying to obtain a dicarboxylated product of olefin, namely a succinic acid compound. The photocatalyst is 4CzIPN or Ir[(ppy)2(dtbppy)]PF6 and the like, and the reaction substrate comprises 1,1-diaryl ethylene, a monoaryl substituted olefin compound, an acrylate compound and allene. According to the scheme provided by the invention, the reaction conditionsare mild, the applicability of the reaction substrate is wide, and the yield is basically not influenced under the condition that the reaction substrate is amplified to the gram scale; and meanwhile,the invention overcomes the defects of high toxicity of reagents and harsh reaction conditions in the prior art, and has a good industrial application prospect.
Efficient electrochemical dicarboxylation of phenyl-substituted alkenes: Synthesis of 1-phenylalkane-1,2-dicarboxylic acids
Senboku,Komatsu,Fujimura,Tokuda
, p. 418 - 420 (2007/10/03)
Electrochemical dicarboxylation of phenyl-substituted alkenes in the presence of atmospheric pressure of carbon dioxide with a platinum plate cathode and a magnesium rod anode readily took place efficiently in a DMF solution containing 0.1 M Et4NClO4 to give the corresponding 1,2-dicarboxylic acids in high yields.