期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 130, 期 45, 页码 15185-15192出版社
AMER CHEMICAL SOC
DOI: 10.1021/ja805688p
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资金
- Welch Foundation [E-1571]
- National Institute of General Medical Sciences [R01GM077635]
- A. P. Sloan Foundation
- Camille and Henry Dreyfus Foundation
- Norman Hackerman Advanced Research Program
A general method for copper-catalyzed arylation of sp(2) C-H bonds with pK(a)'s 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, electron-poor arenes possessing at least two electron-withdrawing groups on a benzene ring can also be arylated. Two arylcopper-phenanthroline complex intermediates were independently synthesized.
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