Organic Chemistry Portal



L-(-)-Quebrachitol as a Ligand for Selective Copper(0)-Catalyzed N-Arylation of Nitrogen-Containing Heterocycles

Qifan Zhou, Fangyu Du, Yuanguang Chen, Yang Fu, Wenjiao Sun, Ying Wu*, Guoliang Chen*

*Yunnan Institute of Tropical Crops, Jinghong 666100; Shenyang Pharmaceutical University, Shenyang 110016, China, Email:,

Q. Zhou, F. Du, Y. Chen, Y. Fu, W. Sun, Y. Wu, G. Chen, J. Org. Chem., 2019, 84, 8160-8167.

DOI: 10.1021/acs.joc.9b00997

see article for more reactions


L-(-)-Quebrachitol (QCT) as a ligand enables a selective N-arylation of nitrogen-containing heterocycles with aryl halides in the presence of copper powder. Unactivated aryl chlorides can be converted using KOtBu instead of Cs2CO3 as base.

see article for more examples

Key Words

N-arylation, pyrazoles

ID: J42-Y2019