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. 2011 May 27;67(21):3954-3958.
doi: 10.1016/j.tet.2011.02.054. Epub 2011 Mar 9.

Three-component synthesis of new unsymmetrical oxindoles via Friedel-Crafts type reaction

Somayeh Ahadi  1 , Leila Moafi  1 , Afsaneh Feiz  1 , Ayoob Bazgir  1
Affiliations

Three-component synthesis of new unsymmetrical oxindoles via Friedel-Crafts type reaction

Somayeh Ahadi et al. Tetrahedron. .

Abstract

The synthesis of 2-(3-(4-(dimethylamino)phenyl)-2-oxoindolin-3-yl)-1H-indene-1,3(2H)-diones as new unsymmetrical oxindoles via a Friedel-Crafts type three-component reaction of 1,3-indandion, N,N-dimethylaniline and isatins in ethanol in the presence of LiClO4 is reported.

Keywords: Friedel–craft reaction; Indandion; Isatin; Oxindole.

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Figures

None
Graphical abstract
Scheme 1
Scheme 1
Synthesis of unsymmetrical oxindoles 4.
Scheme 2
Scheme 2
Proposed mechanism of the reaction.
Scheme 3
Scheme 3
Examining acenaphthylene-1,2-dione and ninhydrin instead of isatin.
Scheme 4
Scheme 4
Examining different CH-acids instead of 1,3-indandione.
None
See this image and copyright information in PMC

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