Jump to main content
Jump to site search

Issue 10, 2012
Previous Article Next Article

Aromatization of IMDAF adducts in aqueous alkaline media

Author affiliations

Abstract

In this paper, we propose a simple synthesis of isoindoline-4-carboxylic acids by means of the aromatization of 3a,6-epoxyisoindoles in alkaline media. The method is facile from an experimental point of view: a short-term (0.5–2h) reflux of epoxyisoindoles in 5% aqueous solutions of alkali leads to the target products in 40–90% yields. The absence of by-products, ease of isolation of the target products and applicability to acidophobic group bearing substrates favorably distinguishes the proposed procedure from previously utilized acid-catalyzed methods. The proposed strategy has been successfully utilized for isoindole containing compounds and nuevamine-type alkaloids.

Graphical abstract: Aromatization of IMDAF adducts in aqueous alkaline media

Back to tab navigation

Supplementary files

Article information


Submitted
17 Feb 2012
Accepted
20 Feb 2012
First published
21 Feb 2012

RSC Adv., 2012,2, 4103-4109
Article type
Paper

Aromatization of IMDAF adducts in aqueous alkaline media

F. I. Zubkov, I. K. Airiyan, J. D. Ershova, T. R. Galeev, V. P. Zaytsev, E. V. Nikitina and A. V. Varlamov, RSC Adv., 2012, 2, 4103
DOI: 10.1039/C2RA20295F

Social activity

Search articles by author

Spotlight

Advertisements