1428858-73-4Relevant academic research and scientific papers
Copper-Mediated Decarboxylative Coupling of Benzamides with ortho-Nitrobenzoic Acids by Directed C?H Cleavage
Takamatsu, Kazutaka,Hirano, Koji,Miura, Masahiro
, p. 5353 - 5357 (2017)
A copper-mediated decarboxylative coupling of benzamides with ortho-nitrobenzoic acids by 8-aminoquinoline-directed C?H cleavage has been developed. This reaction proceeds smoothly with only a copper salt to produce the corresponding biaryl compounds in good yields. The products can be easily transformed into various nitrogen-containing heterocyclic compounds. Moreover, the combination of copper and a suitable base promotes a decarboxylative C?H arylation and cyclization sequence to deliver phenanthridinone derivatives in one pot.
Phenyltrimethylammonium Salts as Methylation Reagents in the Nickel-Catalyzed Methylation of C-H Bonds
Uemura, Takeshi,Yamaguchi, Mao,Chatani, Naoto
, p. 3162 - 3165 (2016)
Methylation of C(sp2)-H bonds was achieved through the NiII-catalyzed reaction of benzamides with phenyltrimethylammonium bromide or iodide as the source of the methyl group. The reaction has a broad scope and shows high functional-g
The nickel(II)-catalyzed direct benzylation, allylation, alkylation, and methylation of C-H bonds in aromatic amides containing an 8-aminoquinoline moiety as the directing group
Aihara, Yoshinori,Wuelbern, Jendrik,Chatani, Naoto
supporting information, p. 438 - 446 (2015/03/31)
Direct alkylation via the cleavage of the ortho C-H bonds by a nickel-catalyzed reaction of aromatic amides containing an 8-aminoquinoline moiety as the directing group with alkyl halides is reported. Various alkyl halides, including benzyl, allyl, alkyl,
Ruthenium-catalyzed ortho-C-H bond alkylation of aromatic amides with α,β-unsaturated ketones via bidentate-chelation assistance
Rouquet, Guy,Chatani, Naoto
, p. 2201 - 2208 (2013/06/05)
A new chelation assisted reaction using a removable 8-aminoquinoline bidentate directing group that permits the ruthenium-catalyzed ortho-C-H bond alkylation of aromatic amides with various α,β-unsaturated ketones under straightforward conditions has been developed. This methodology represents the first efficient utilization of enones in the ortho directed ruthenium-catalyzed addition of C-H bonds to C-C double bonds. The reaction offers a broad scope and a high functional group tolerance.
Ruthenium-catalyzed direct arylation of C-H bonds in aromatic amides containing a bidentate directing group: Significant electronic effects on arylation
Aihara, Yoshinori,Chatani, Naoto
, p. 664 - 670 (2013/03/29)
Arylation of ortho C-H bonds is achieved by a ruthenium-catalyzed reaction of aromatic amides having an 8-aminoquinoline moiety with aryl bromides. The reaction shows high functional group compatibility. The reaction proceeds in a highly selective manner at the less hindered C-H bonds of meta-substituted aromatic amides. Significant electronic effects are observed in Hammett plots. Electron-withdrawing groups on the aromatic amides facilitate the reaction. In contrast, both electron-donating groups and electron-withdrawing groups on aryl bromides accelerate the reaction. The Royal Society of Chemistry 2013.
