scholarly journals Coupling of C-nitro-NH-azoles with arylboronic acids. A route to N-aryl-C-nitroazoles

2013 ◽  
Vol 9 ◽  
pp. 1517-1525 ◽  
Author(s):  
Marta K Kurpet ◽  
Aleksandra Dąbrowska ◽  
Małgorzata M Jarosz ◽  
Katarzyna Kajewska-Kania ◽  
Nikodem Kuźnik ◽  
...  
Keyword(s):  
Sodium Hydroxide ◽  
Coupling Reaction ◽  
Copper Salt ◽  
Synthetic Route ◽  
Arylboronic Acids ◽  
Derivatives Of

A method for the synthesis of N-aryl-C-nitroazoles is presented. A coupling reaction between variously substituted arylboronic acids and 3(5)-nitro-1H-pyrazole catalyzed by copper salt has been carried out in methanol in the presence of sodium hydroxide to afford the desired N-aryl-C-nitroazoles in good yields. This synthetic route has also been successfully applied to obtain N-phenyl derivatives of 4-nitropyrazole, 2-nitroimidazole, 4(5)-nitroimidazole and 3-nitro-1,2,4-triazole.

scholarly journals Chan–Evans–Lam N1-(het)arylation and N1-alkеnylation of 4-fluoroalkylpyrimidin-2(1H)-ones

2020 ◽  
Vol 16 ◽  
pp. 2304-2313
Author(s):  
Viktor M Tkachuk ◽  
Oleh O Lukianov ◽  
Mykhailo V Vovk ◽  
Isabelle Gillaizeau ◽  
Volodymyr A Sukach
Keyword(s):  
Boronic Acid ◽  
Pyrimidine Ring ◽  
Similar Reaction ◽  
Synthetic Route ◽  
Forming Process ◽  
Reaction Conditions ◽  
Arylboronic Acids ◽  
Bond Forming ◽  
Derivatives Of ◽  
Fluoroalkyl Group

The Chan–Evans–Lam reaction of 1-unsubstituted 4-fluoroalkylpyrimidin-2(1Н)-ones with arylboronic acids is reported as a facile synthetic route to hitherto unavailable N1-(het)aryl and N1-alkenyl derivatives of the corresponding pyrimidines. An efficient C–N bond-forming process is also observed by using boronic acid pinacol esters as coupling partners in the presence of Cu(II) acetate and boric acid. The 4-fluoroalkyl group on the pyrimidine ring significantly assists in the formation of the target N1-substituted products, in contrast to the 4-methyl and 4-unsubstituted substrates which do not undergo N1-arylation under similar reaction conditions.

A general approach to C-Acyl glycosides via palladium/copper Co-catalyzed coupling reaction of glycosyl carbothioates and arylboronic acids

Tetrahedron ◽  
2021 ◽  
Vol 82 ◽  
pp. 131955
Author(s):  
Li-Na Wang ◽  
You-Hong Niu ◽  
Qing-Hui Cai ◽  
Qin Li ◽  
Xin-Shan Ye
Keyword(s):  
Coupling Reaction ◽  
Arylboronic Acids

scholarly journals Efficient in situ N-heterocyclic carbene palladium(ii) generated from Pd(OAc)2 catalysts for carbonylative Suzuki coupling reactions of arylboronic acids with 2-bromopyridine under inert conditions leading to unsymmetrical arylpyridine ketones: synthesis, characterization and cytotoxic activities

RSC Advances ◽  
2018 ◽  
Vol 8 (70) ◽  
pp. 40000-40015 ◽  
Author(s):  
Nedra Touj ◽  
Abdullah S. Al-Ayed ◽  
Mathieu Sauthier ◽  
Lamjed Mansour ◽  
Abdel Halim Harrath ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Cross Coupling ◽  
Suzuki Coupling ◽  
Boronic Acids ◽  
Cytotoxic Activities ◽  
Coupling Reactions ◽  
Component System ◽  
Arylboronic Acids ◽  
Cross Coupling Reaction

The in situ prepared four component system Pd(OAc)2, 1,3-dialkylbenzimidazolium halides 2a–i and 4a–i, K2CO3 under CO atmosphere catalyses carbonylative cross-coupling reaction of 2-bromopyridine with various boronic acids to yield unsymmetrical arylpyridine ketones.

Cross-coupling reaction between arylboronic acids and carboranyl iodides catalyzed by graphene oxide (GO)-supported Pd(0) recyclable nanoparticles for the synthesis of carboranylaryl ketones

2014 ◽  
Vol 43 (13) ◽  
pp. 5014-5020 ◽  
Author(s):  
Algin Oh Biying ◽  
Venu R. Vangala ◽  
Chia Sze Chen ◽  
Ludger Paul Stubs ◽  
Narayan S. Hosmane ◽  
...  
Keyword(s):  
Graphene Oxide ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Arylboronic Acids ◽  
Cross Coupling Reaction ◽  
Supported Pd
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