Issue 27, 2013
From the journal:

Organic & Biomolecular Chemistry

Organocatalytic functionalization of heteroaromatic N-oxides with C-nucleophiles using in situ generated onium amide bases†

Kiyofumi Inamoto,*a   Yuta Araki,a   Shoko Kikkawa,a   Misato Yonemoto,a   Yoshiyuki Tanakaa  and  Yoshinori Kondo*a  

* Corresponding authors

a Graduate School of Pharmaceutical Sciences, Tohoku University, 6-3, Aoba, Aramaki, Aoba-ku, Sendai 980-8578, Japan
E-mail: inamoto@m.tohoku.ac.jp, ykondo@m.tohoku.ac.jp
Fax: +81-22-795-3921
Tel: +81-22-795-6804

Abstract

Organocatalytic functionalization of heteroaromatic N-oxides was investigated using in situ generated onium amide bases, and C-nucleophiles were efficiently introduced by the sequential addition–elimination reaction under metal-free conditions, affording 2-substituted nitrogen heteroaromatics generally in good to high yields.

Graphical abstract: Organocatalytic functionalization of heteroaromatic N-oxides with C-nucleophiles using in situ generated onium amide bases

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Article information

DOI
https://doi.org/10.1039/C3OB40782A
Article type
Communication
Submitted
18 Apr 2013
Accepted
28 May 2013
First published
29 May 2013

Org. Biomol. Chem., 2013,11, 4438-4441

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Organocatalytic functionalization of heteroaromatic N-oxides with C-nucleophiles using in situ generated onium amide bases

K. Inamoto, Y. Araki, S. Kikkawa, M. Yonemoto, Y. Tanaka and Y. Kondo, Org. Biomol. Chem., 2013, 11, 4438 DOI: 10.1039/C3OB40782A

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