Issue 15, 2001
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

Stereoselective syntheses of 1H-imidazo[2,1-a]isoindole-2,5(3H,9bH)-diones†

Alan R. Katritzky,*a   Yong-Jiang Xu,a   Hai-Ying Hea  and  Peter J. Steelb  

* Corresponding authors

a Center for Heterocyclic Chemistry, Department of Chemistry, University of Florida, Gainesville, USA

b Department of Chemistry, University of Canterbury, Christchurch, New Zealand

Abstract

1H-Imidazo[2,1-a]isoindole-2,5(3H,9bH)-diones 6a–i are synthesized in 67–96% yields with high stereoselectivities (de 88–99%, except 6e with a 58% de value) via intermolecular condensation of 2-formylbenzoic acid (5) and α-amino amides 4a–i in the presence of a catalytic amount of toluene-p-sulfonic acid. Intermediates 4 are obtained in two steps from easily available chiral N-Boc-α-amino acids 1.

Graphical abstract: Stereoselective syntheses of 1H-imidazo[2,1-a]isoindole-2,5(3H,9bH)-diones

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/B104060J
Article type
Paper
Submitted
09 May 2001
Accepted
13 Jun 2001
First published
13 Jul 2001

J. Chem. Soc., Perkin Trans. 1, 2001, 1767-1770

Permissions

Request permissions

Stereoselective syntheses of 1H-imidazo[2,1-a]isoindole-2,5(3H,9bH)-diones

A. R. Katritzky, Y. Xu, H. He and P. J. Steel, J. Chem. Soc., Perkin Trans. 1, 2001, 1767 DOI: 10.1039/B104060J

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements