A general method for copper-catalyzed arylation of arene C− H bonds

HQ Do, RMK Khan, O Daugulis

Index: Do, Hien-Quang; Khan, Rana M. Kashif; Daugulis, Olafs Journal of the American Chemical Society, 2008 , vol. 130, # 45 p. 15185 - 15192

Full Text: HTML

Citation Number: 421

Abstract

A general method for copper-catalyzed arylation of sp2 C− H bonds with p K aʼs below 35 has been developed. The method employs aryl halide as the coupling partner, lithium alkoxide or K3PO4 base, and DMF, DMPU, or mixed DMF/xylenes solvent. A variety of electron-rich and electron-poor heterocycles such as azoles, caffeine, thiophenes, benzofuran, pyridine oxides, pyridazine, and pyrimidine can be arylated. Furthermore, ...

Related Articles:

The palladium catalysed Suzuki coupling of 2-and 4-chloropyridines

[Lohse, Olivier; Thevenin, Philippe; Waldvogel, Erwin Synlett, 1999 , # 1 p. 45 - 48]

Pd??Catalyzed Decarboxylative Cross??Coupling of 2??Carboxyazine N??Oxides with Various (Hetero) aryl Halides

[Rouchet, Jean-Baptiste; Schneider, Cedric; Spitz, Cedric; Lefevre, Johan; Dupas, George; Fruit, Corinne; Hoarau, Christophe Chemistry - A European Journal, 2014 , vol. 20, # 13 p. 3610 - 3615]

Palladium-catalyzed C− H functionalization of pyridine N-oxides: highly selective alkenylation and direct arylation with unactivated arenes

[Seung, Hwan Cho; Seung, Jun Hwang; Chang, Sukbok Journal of the American Chemical Society, 2008 , vol. 130, # 29 p. 9254 - 9256]

Studies on tertiary amine oxides. LXXVII. The pseudo-Gomberg reaction of 4-and 2-aminopyridine 1-oxides.

[Saeki, Seitaro; Kondo, Sachiko; Hayashi, Takaaki; Hamana, Masatomo Chemical and Pharmaceutical Bulletin, 1984 , vol. 32, # 5 p. 1780 - 1789]

TMEDA-Assisted Effective Direct Ortho Arylation of Electron-Deficient N-Heteroarenes with Aromatic Grignard Reagents

[Zhang, Fang; Zhang, Song; Duan, Xin-Fang Organic Letters, 2012 , vol. 14, # 21 p. 5618 - 5620]

More Articles...