Issue 17, 2010
From the journal:

Organic & Biomolecular Chemistry

A facile method for the synthesis of oxindole based quaternary α-aminonitriles via the Strecker reaction†

Yun-Lin Liu,a   Feng Zhou,a   Jun-Jie Cao,a   Cong-Bin Ji,a   Miao Dinga  and  Jian Zhou*a  

* Corresponding authors

a Shanghai Key Laboratory of Green Chemistry and Chemical Processes, Department of Chemistry, East China Normal University, 3663 N. Zhongshan Road, Shanghai 200062, (P. R. China)
E-mail: jzhou@chem.ecnu.edu.cn
Fax: +86-21-62234560
Tel: +86-21-62234560

Abstract

The direct α-cyanoamination of isatins using TMSCN has been developed, which is carried out in methanol without any catalyst. A new bifunctional cinchona alkaloid-based phosphinamide catalyst 7 could promote the Strecker reaction of isatins derived ketimine with TMSCN in up to 74% ee.

Graphical abstract: A facile method for the synthesis of oxindole based quaternary α-aminonitriles via the Strecker reaction

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Article information

DOI
https://doi.org/10.1039/C0OB00174K
Article type
Communication
Submitted
26 May 2010
Accepted
24 Jun 2010
First published
08 Jul 2010

Org. Biomol. Chem., 2010,8, 3847-3850

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A facile method for the synthesis of oxindole based quaternary α-aminonitriles via the Strecker reaction

Y. Liu, F. Zhou, J. Cao, C. Ji, M. Ding and J. Zhou, Org. Biomol. Chem., 2010, 8, 3847 DOI: 10.1039/C0OB00174K

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