61350-01-4Relevant articles and documents
Copper-catalyzed: Ortho -C(sp2)-H amination of benzamides and picolinamides with alkylamines using oxygen as a green oxidant
Chen, Gong,Huang, Jie,Li, Qiong,Wang, Shui-Bo
, p. 4802 - 4814 (2020/07/13)
A versatile Cu-catalyzed direct ortho-C(sp2)-H amination of benzamides and picolinamides with alkylamines has been achieved. This method employs cheap and eco-friendly copper as a catalyst and oxygen as an oxidant, and also has the advantages of straightf
Copper-Catalyzed Electrophilic Ortho C(sp2)-H Amination of Aryl Amines: Dramatic Reactivity of Bicyclic System
Begam, Hasina Mamataj,Choudhury, Rajarshee,Behera, Ashok,Jana, Ranjan
supporting information, p. 4651 - 4656 (2019/06/17)
A practical copper-catalyzed, 2-picolinamide-directed ortho C-H amination of anilines with benzoyl-protected hydroxylamines has been disclosed that proceeds smoothly without any external stoichiometric oxidant or additives. Remarkably, besides anilines, b
A N - (2 - morpholinyl -5 - trifluoromethyl phenyl) -2 - (3 - methylphenoxy) propionamide preparation method (by machine translation)
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Paragraph 0035; 0036; 0037; 0038, (2019/05/15)
The invention discloses a N - (2 - morpholinyl - 5 - trifluoromethyl-phenyl) - 2 - (3 - methylphenoxy) propionamide of the preparation method, comprises the following steps: The invention provides N - (2 - morpholinyl - 5 - trifluoromethyl-phenyl) - 2 -
Copper-Catalyzed Electrochemical C-H Amination of Arenes with Secondary Amines
Yang, Qi-Liang,Wang, Xiang-Yang,Lu, Jia-Yan,Zhang, Li-Pu,Fang, Ping,Mei, Tian-Sheng
, p. 11487 - 11494 (2018/09/13)
Electrochemical oxidation represents an environmentally friendly solution to conventional methods that require caustic stoichiometric chemical oxidants. However, C-H functionalizations merging transition-metal catalysis and electrochemical techniques are, to date, largely confined to the use of precious metals and divided cells. Herein, we report the first examples of copper-catalyzed electrochemical C-H aminations of arenes at room temperature using undivided electrochemical cells, thereby providing a practical solution for the construction of arylamines. The use of n-Bu4NI as a redox mediator is crucial for this transformation. On the basis of mechanistic studies including kinetic profiles, isotope effects, cyclic voltammetric analyses, and radical inhibition experiments, the reaction appears to proceed via a single-electron-transfer (SET) process, and a high valent Cu(III) species is likely involved. These findings provide a new avenue for transition-metal-catalyzed electrochemical C-H functionalization reactions using redox mediators.
Copper-catalyzed carboxamide-directed ortho amination of anilines with alkylamines at room temperature
Li, Qiong,Zhang, Shu-Yu,He, Gang,Ai, Zhaoyan,Nack, William A.,Chen, Gong
supporting information, p. 1764 - 1767 (2014/04/17)
In this report, a highly efficient method for the room temperature installation of alkyl amino motifs onto the ortho position of anilines via Cu-catalyzed carboxamide-directed amination with alkylamines is described. This method offers a practical solution for the rapid synthesis of complex arylamines from simple starting materials and enables new planning strategies for the construction of arylamine-containing pharmacophores. A single electron transfer (SET)-mediated mechanism is proposed.
Synthesis and evaluation of a series of heterobiarylamides that are centrally penetrant metabotropic glutamate receptor 4 (mGluR4) positive allosteric modulators (PAMs)
Engers, Darren W.,Niswender, Colleen M.,Weaver, C. David,Jadhav, Satyawan,Menon, Usha N.,Zamorano, Rocio,Conn, P. Jeffrey,Lindsley, Craig W.,Hopkins, Corey R.
supporting information; experimental part, p. 4115 - 4118 (2010/01/16)
We report the synthesis and evaluation of a series of heterobiaryl amides as positive allosteric modulators of mGluR4. Compounds 9b and 9c showed submicromolar potency at both human and rat mGluR4. In addition, both 9b and 9c were shown to be centrally pe
Reaction of N-fluoropyridinium fluoride with isonitriles: A convenient route to picolinamides
Kiselyov, Alexander S.
, p. 2279 - 2282 (2007/10/03)
Reaction of N-fluoropyridinium fluoride generated in situ with a series of isonitriles led to the formation of the corresponding picolinamides in good yields. A similar reaction sequence for quinoline yielded the respective derivatives of 2-quinoline carboxylic acid. The proposed reaction mechanism involves the intermediate formation of a highly reactive carbene species.
Study of the diastereoisomers formed between (N-alkyl)-pipecolic acid-anilides and 2R,3R-tartaric acid or O,O′-dibenzoyl-2R,3R-tartaric acid. Do the tartaric acids form molecular-complexes, instead of salts during optical resolutions?
Nemak, Katalin,Acs, Maria,Jaszay, Zsuzsa M.,Kozma, David,Fogassy, Elemer
, p. 1637 - 1642 (2007/10/03)
It was found that during the optical resolution of (N-alkyl)-pipecolic acid-anilides by 2R,3R-tartaric acid and O,O′-dibenzoyl-2R,3R-tartaric acid that the precipitated diastereoisomer was not the salt but a diastereoisomeric complex in 8 cases from 13. T
