Issue 42, 2016

Highly regioselective meta arylation of oxalyl amide-protected β-arylethylamine via the Catellani reaction

Abstract

The first bidentate directing group assisted highly selective meta arylation of β-arylethylamine derivatives via palladium/norbornene catalysis is reported, and the range of aryl iodides for the oxalyl amide assisted meta-selective arylation reactions is broadest yet reported. This meta arylation also proceeds well with thiophene derivatives, giving the corresponding products in satisfactory yields. And three-step functionalization of arylethyloxalamide with three different functional groups is successfully performed.

Graphical abstract: Highly regioselective meta arylation of oxalyl amide-protected β-arylethylamine via the Catellani reaction

Supplementary files

Article information

Article type
Communication
Submitted
18 Mar 2016
Accepted
27 Apr 2016
First published
27 Apr 2016

Chem. Commun., 2016,52, 6903-6906

Highly regioselective meta arylation of oxalyl amide-protected β-arylethylamine via the Catellani reaction

J. Han, L. Zhang, Y. Zhu, Y. Zheng, X. Chen, Z. Huang, D. Shi and Y. Zhao, Chem. Commun., 2016, 52, 6903 DOI: 10.1039/C6CC02384C

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