Synthesis 2019; 51(24): 4590-4600
DOI: 10.1055/s-0039-1690702
paper
© Georg Thieme Verlag Stuttgart · New York

Methyl-α-d-glucopyranoside as Green Ligand for Selective Copper-Catalyzed N-Arylation

Yuanguang Chen
,
Fangyu Du
,
Fengyang Chen
,
Qifan Zhou
,
Key Laboratory of Structure-Based Drug Design & Discovery of Ministry of Education, Shenyang Pharmaceutical University, Shenyang 110016, P. R. of China   Email: spucgl@163.com
› Author Affiliations
This work was financially supported by Natural Science Foundation of Liaoning Province (No. 201602707), Discipline Construction Program of Shenyang Pharmaceutical University (No. 52134606)
Further Information

Publication History

Received: 28 August 2019

Accepted after revision: 17 September 2019

Publication Date:
14 October 2019 (online)

Abstract

In the selective N-arylation of amines or azoles with aryl halides­, methyl-α-d-glucopyranoside (MG) was found to function as a green ligand of copper powder. In addition, nitrogen heterocyclic amine compounds can also undergo the N-arylation coupling with heterocyclic aryl chlorides. This process allows access to a variety of aromatic amines and aryl azoles under mild reaction conditions, has good tolerance, and proceeds in moderate to high yield.

Supporting Information

 
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