6938-38-1Relevant academic research and scientific papers
Electro-Oxidative Selective Esterification of Methylarenes and Benzaldehydes
Yu, Congjun,?zkaya, Bünyamin,Patureau, Frederic W.
supporting information, p. 3682 - 3687 (2021/02/01)
A mild and green electro-oxidative protocol to construct aromatic esters from methylarenes and alcohols is herein reported. Importantly, the reaction is free of metals, chemical oxidants, bases, acids, and operates at room temperature. Moreover, the design of the electrolyte was found critical for the oxidation state and structure of the coupling products, a rarely documented effect. This electro-oxidative coupling process also displays exceptional tolerance of many fragile easily oxidized functional groups such as hydroxy, aldehyde, olefin, alkyne, as well as neighboring benzylic positions. The enantiomeric enrichment of some chiral alcohols is moreover preserved during this electro-oxidative coupling reaction, making it overall a promising synthetic tool.
Transition-Metal-Free DMAP-Mediated Aromatic Esterification of Amides with Organoboronic Acids
Guo, Jiarui,Liu, Lantao,Wang, Tao,Wang, Yanqing,Xu, Kai,Zhang, Yuheng
supporting information, p. 3274 - 3277 (2021/06/26)
A new, transition-metal-free, effective method for aromatic esterification of amides with organoboronic acids has been developed. A wide range of benzoate derivatives were obtained with yields ranging from moderate to good. The catalytic reaction shows a broad substrate scope and excellent functional group tolerance. Conceptually, DMAP mediates the reaction and is crucial for this transformation.
Quinolin-8-yl Formate: A New Option for Small-Scale Carbonylation Reactions in Microwave Reactors
Maddocks, Christopher J.,Aathimanikandan, Sivakumar V.,Richardson, Jeffery,Ruble, J. Craig
supporting information, p. 1608 - 1612 (2020/09/09)
A convenient procedure for conducting small-scale carbonylations of aryl or benzyl halides in a microwave reactor by using quinolin-8-yl formate is described. The resulting 8-acyloxyquinolines were shown to be more reactive than phenyl esters in acyl-tran
Mechanochemical Palladium-Catalyzed Carbonylative Reactions Using Mo(CO)6
van Bonn, Pit,Bolm, Carsten,Hernández, José G.
, p. 2576 - 2580 (2020/02/20)
Esters and amides were mechanochemically prepared by palladium-catalyzed carbonylative reactions of aryl iodides by using molybdenum hexacarbonyl as a convenient solid carbonyl source and avoiding a direct handling of gaseous carbon monoxide. Real-time monitoring of the mechanochemical reaction by in situ pressure sensing revealed that CO is rapidly transferred from Mo(CO)6 to the active catalytic system without significant release of molecular carbon monoxide.
Nickel-Catalyzed Esterification of Amides Under Mild Conditions
Li, Jun-Fei,Wang, Yao-Fang,Wu, Yuan-Yuan,Liu, Wen-Jing,Wang, Jun-Wen
, p. 874 - 880 (2019/11/13)
Abstract: The use of ligands to adjust the catalytic activity of the catalyst for esterification of amides is challenge in organic chemistry. In this paper, Nickel(II)-NHC-catalyzed the esterification reaction between N,N-di-Boc amide and alcohols at room temperature have been demonstrated. The imidazolium salt bearing a hydroxyl functionalized side arm showed high effective catalytic activity in the activation of the amide N–C bond in air atmosphere. Graphic Abstract: [Figure not available: see fulltext.].
A Cyanide-Free Synthesis of Acylcyanides through Ru-Catalyzed C(sp3)-H-Oxidation of Benzylic Nitriles
Eisele, Pascal,Bauder, Michael,Hsu, Shih-Fan,Plietker, Bernd
, p. 689 - 691 (2019/05/07)
A practical method for generation of acylcyanides devoid of any external cyanide sources is presented that relies on a mild Ru-catalyzed selective C?H-oxidation of benzylic nitriles. The starting materials are smoothly generated through condensation of the corresponding carboxylic acid amides using silanes. The obtained acylcyanides can be employed in a plethora of transformation as exemplified to some larger extend in the sequence of C?H-oxidation-Tischenko-rearrangement for the generation of structurally diverse benzoyloxycyanohydrines.
Carbon monoxide is used as a source of halogen compound heterogeneous palladium catalyst in the presence of the aldehyde carbonyl compound by reaction carbonylation method (by machine translation)
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Paragraph 0066; 0067; 0068, (2018/04/06)
[Problem] catalyst and the presence of carbon monoxide, the halogen compound is a carbonyl compound in the carbonylation reaction, catalysts or carbon monoxide source technique has problems. [Solution] the presence of the catalyst and the carbon monoxide, the halogen compound is carbonylation reaction method for producing a carbonyl compound, As a heterogeneous palladium catalyst, carbon monoxide is produced from an aldehyde carbonyl compound used in the method. [Drawing] no (by machine translation)
Phosphite-catalyzed alkoxycarbonylation of aryl diazonium salts
Xu, Jian-Xing,Franke, Robert,Wu, Xiao-Feng
supporting information, p. 6180 - 6182 (2018/09/10)
In this communication, an interesting phosphite-catalyzed alkoxycarbonylation of aryl diazonium salts has been reported. At room temperature and under CO pressure, moderate to good yields of the desired esters can be produced in the absence of bases or an
Efficient synthesis of esters through oxone-catalyzed dehydrogenation of carboxylic acids and alcohols
Hou, Fei,Wang, Xi-Cun,Quan, Zheng-Jun
supporting information, p. 9472 - 9476 (2019/01/03)
Since esters are important organic synthesis intermediates, an environmentally friendly oxone catalyzed-esterification of carboxylic acids with alcohols has been developed. A series of carboxylic acid esters are obtained in high yield. This strategy requires mild reaction conditions, providing an attractive alternative for the construction of valuable carbonyl esters. Electron-rich and electron-deficient groups are compatible with the standard conditions and a variety of substrates are demonstrated. Moreover, the reaction could easily be adapted to typical prodrugs, drugs and gram-scale synthesis.
Cobalt-Catalyzed Esterification of Amides
Bourne-Branchu, Yann,Gosmini, Corinne,Danoun, Grégory
, p. 10043 - 10047 (2017/08/01)
The first cobalt-catalyzed amide activation of N-Boc-amides, and their conversion into esters, is reported here. This new methodology presents a very practical process that does not require an inert atmosphere, uses an inexpensive cobalt catalyst, and proceeds under mild reaction conditions. This catalytic system has a broad substrate scope and has been shown to be highly efficient, with catalyst loadings as low as 1 mol %.
