Issue 29, 2015

Highly stereoselective construction of novel dispirooxindole–imidazolidines via self-1,3-dipolar cyclization of ketimines

Abstract

An acid-promoted self-1,3-dipolar cycloaddition of ketimines derived from isatins and benzylamines was successfully developed to assemble unprecedented dispirooxindole–imidazolidine ring systems. Generally, excellent diastereoselectivities (only a single stereoisomer formed) and good yields (up to 94%) were obtained. Consequently, this self-1,3-dipolar cycloaddition protocol offers facile access to a novel dispiroheterocyclic skeleton.

Graphical abstract: Highly stereoselective construction of novel dispirooxindole–imidazolidines via self-1,3-dipolar cyclization of ketimines

Supplementary files

Article information

Article type
Communication
Submitted
12 May 2015
Accepted
10 Jun 2015
First published
15 Jun 2015

Org. Biomol. Chem., 2015,13, 7907-7910

Author version available

Highly stereoselective construction of novel dispirooxindole–imidazolidines via self-1,3-dipolar cyclization of ketimines

Y. Sun, Y. Xiong, C. Peng, W. Li, J. Xiao and H. Yang, Org. Biomol. Chem., 2015, 13, 7907 DOI: 10.1039/C5OB00954E

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