1078738-56-3

Upstream product

• 66-71-7 1,10-Phenanthroline 
• 363-72-4 Pentafluorobenzene 
• 7681-65-4 copper(l) iodide 
• 18206-43-4 pentafluorophenyl copper 

Downstream Products

• 1304685-27-5 N,N-dibenzyl-2,3,4,5,6-pentafluoroaniline 
• 1374748-31-8 1-(4,4-dimethyl-1-phenylpenta-1,2-dien-1-yl)-2,3,4,5,6-pentafluorobenzene 
• 1374748-22-7 1-(4,4-dimethyl-1-phenylpenta-1,2-dien-3-yl)-2,3,4,5,6-pentafluorobenzene 
• 1374747-92-8 1,2,3,4,5-pentafluoro-6-(1-phenylhepta-1,2-dien-3-yl)benzene 
• 1374747-98-4 1,2,3,4,5-pentafluoro-6-(1-phenylhepta-1,2-dien-1-yl)benzene 
• 434-64-0 perfluorotoluene 
• 434-90-2 decafluorobiphenyl 

Relevant academic research and scientific papers

COPPER-CATALYZED C-H BOND ARYLATION

The present invention is a one-step method for efficiently converting carbon-hydrogen bonds into carbon-carbon bonds using a combination of aryl halides, a substrate, and a copper salt as catalyst. This method allows faster introduction of complex molecular entities, a process that would otherwise require many more steps. This invention is particularly relevant for the organic synthesis of complex molecules such as, but not limited to, pharmacophores and explosives.

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

A general method for copper-catalyzed arylation of sp2 C-H bonds with pKa'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.