Issue 4, 2015
From the journal:

Organic Chemistry Frontiers

Cationic iridium-catalyzed C–H alkylation of 2-substituted pyridine N-oxides with acrylates†‡

Takanori Shibata*ab  and  Hideaki Takanoa  

* Corresponding authors

a Department of Chemistry and Biochemistry, School of Advanced Science and Engineering, Waseda University, Shinjuku, Tokyo 169-8555, Japan
E-mail: tshibata@waseda.jp
Fax: (+81) 3-5286-8098

b JST, ACT-C, 4-1-8 Honcho, Kawaguchi, Saitama 332-0012, Japan

Abstract

The reaction of 2-arylmethyl-, 2-aryl-, and 2-alkyl substituted pyridine N-oxides with acrylates proceeded in the presence of a cationic Ir-rac-BINAP catalyst under heating conditions. Various 2,6-disubstituted pyridine N-oxides were obtained by C–H alkylation at the C6-position.

Graphical abstract: Cationic iridium-catalyzed C–H alkylation of 2-substituted pyridine N-oxides with acrylates

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Article information

DOI
https://doi.org/10.1039/C4QO00355A
Article type
Research Article
Submitted
30 12 2014
Accepted
09 2 2015
First published
11 2 2015

Org. Chem. Front., 2015,2, 383-387

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Cationic iridium-catalyzed C–H alkylation of 2-substituted pyridine N-oxides with acrylates

T. Shibata and H. Takano, Org. Chem. Front., 2015, 2, 383 DOI: 10.1039/C4QO00355A

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