Issue 94, 2014

A Mannich/cyclization cascade process for the asymmetric synthesis of spirocyclic thioimidazolidineoxindoles

Abstract

An asymmetric cascade Mannich/cyclization reaction between 3-isothiocyanato oxindoles and sulfimides using a commercially available organocatalyst has been developed. A wide range of structurally diverse spiro[imidazolidine-4,3′-oxindole] derivatives were obtained with good yields (up to 92%) and excellent enantioselectivities (up to 99% ee).

Graphical abstract: A Mannich/cyclization cascade process for the asymmetric synthesis of spirocyclic thioimidazolidineoxindoles

Supplementary files

Article information

Article type
Communication
Submitted
01 Aug 2014
Accepted
03 Oct 2014
First published
03 Oct 2014

Chem. Commun., 2014,50, 14771-14774

Author version available

A Mannich/cyclization cascade process for the asymmetric synthesis of spirocyclic thioimidazolidineoxindoles

H. Cai, Y. Zhou, D. Zhang, J. Xu and H. Liu, Chem. Commun., 2014, 50, 14771 DOI: 10.1039/C4CC06000H

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