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: ynbnwy163.com, spucgl163.com

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 (free Supporting Information)

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Abstract

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.

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Key Words

N-arylation, pyrazoles

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ID: J42-Y2019