- A “universal” catalyst for aerobic oxidations to synthesize (hetero)aromatic aldehydes, ketones, esters, acids, nitriles, and amides
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Functionalized (hetero)aromatic compounds are indispensable chemicals widely used in basic and applied sciences. Among these, especially aromatic aldehydes, ketones, carboxylic acids, esters, nitriles, and amides represent valuable fine and bulk chemicals, which are used in chemical, pharmaceutical, agrochemical, and material industries. For their synthesis, catalytic aerobic oxidation of alcohols constitutes a green, sustainable, and cost-effective process, which should ideally make use of active and selective 3D metals. Here, we report the preparation of graphitic layers encapsulated in Co-nanoparticles by pyrolysis of cobalt-piperazine-tartaric acid complex on carbon as a most general oxidation catalyst. This unique material allows for the synthesis of simple, functionalized, and structurally diverse (hetero)aromatic aldehydes, ketones, carboxylic acids, esters, nitriles, and amides from alcohols in excellent yields in the presence of air.
- Bartling, Stephan,Beller, Matthias,Chandrashekhar, Vishwas G.,Jagadeesh, Rajenahally V.,Rabeah, Jabor,Rockstroh, Nils,Senthamarai, Thirusangumurugan
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supporting information
p. 508 - 531
(2022/02/11)
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- Synthesis method of 7-fluoroisoquinoline-1-carboxylic acid
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The invention discloses a method for synthesizing 7-fluoroisoquinoline-1-carboxylic acid, which comprises the following steps of: condensing 5-fluorine-2-methyl benzoic acid serving as a raw materialwith N, N-carbonyl diimidazole to obtain 5-fluorine-2-methyl benzamide, and reacting the 5-fluorine-2-methyl benzamide with N, N-dimethyl formamide dimethyl acetal to obtain (E)-N ((dimethylamino) methylene)-5-fluorine-2-methyl benzamide, then cyclizing in potassium tert-butoxide to obtain 7-fluoroisoquinoline-1-alcohol, then reacting with phosphorus oxybromide to generate 1-bromo-7-fluoroisoquinoline, then obtaining 7-fluoroisoquinoline-1-carboxylic acid methyl ester under the condition of carbon monoxide, and finally hydrolyzing in a sodium hydroxide aqueous solution to obtain the 7-fluoroisoquinoline-1-carboxylic acid. The method has the advantages of concise synthetic route, reasonable process selection, low raw material cost, simple and easily available raw materials, simple and safeoperation, no use of highly toxic reagents, convenient post-treatment, high total yield and easy amplification, and can be used for large-scale production.
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Paragraph 0016
(2021/02/13)
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- Nitrile Hydration Reaction Using Copper Iodide/Cesium Carbonate/DBU in Nitromethane-Water
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The catalytic nitrile hydration (amide formation) in a copper iodide/cesium carbonate/1,8-diazabicyclo[5.4.0]undec-7-ene/nitromethane-water system is described. The protocol is robust and reliable; it can be applied to a broad range of substrates with high chemoselectivity.
- Kuwabara, Jun,Sawada, Yoshiharu,Yoshimatsu, Mitsuhiro
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supporting information
p. 2061 - 2065
(2018/09/14)
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- Method for synthesizing 4-bromo-7-fluoroisoquinoline
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The invention provides a method for synthesizing 4-bromo-7-fluoroisoquinoline. The method is characterized in that 5-fluoro-2-methyl-benzoic acid is taken as a starting material and is subjected to areaction to generate 7-fluoroisoquinoline, and lastly the 7-fluoroisoquinoline is subjected to a bromination reaction to obtain the 4-bromo-7-fluoroisoquinoline. The method for synthesizing the 4-bromo-7-fluoroisoquinoline provided by the invention has the advantages of simple synthesizing route, reasonable process selection, low raw material cost, adoption of readily-available raw material, convenience in operation and posttreatment, high yield, no use of highly-toxic reagents, easiness in performing scale-up experiments, realization of large-scale production and the like.
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Paragraph 0011; 0071-0072
(2018/08/03)
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