Synthesis of Isatins through Direct Oxidation of Indoles with IBX-SO3K/NaI

Angla Bredenkamp; Fabian Mohr; Stefan F. Kirsch

doi:10.1055/s-0034-1380517

Synthesis, Table of Contents

Synthesis 2015; 47(13): 1937-1943
DOI: 10.1055/s-0034-1380517

paper

Synthesis of Isatins through Direct Oxidation of Indoles with IBX-SO₃K/NaI

Angla Bredenkamp

^aOrganic Chemistry, Bergische Universität Wuppertal, Gaußstr. 20, 42119 Wuppertal, Germany Email: sfkirsch@uni-wuppertal.de

,

Fabian Mohr

^bInorganic Chemistry, Bergische Universität Wuppertal, Gaußstr. 20, 42119 Wuppertal, Germany

,

Stefan F. Kirsch*

^aOrganic Chemistry, Bergische Universität Wuppertal, Gaußstr. 20, 42119 Wuppertal, Germany Email: sfkirsch@uni-wuppertal.de

› Author Affiliations

Abstract

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Abstract

The direct conversion of indoles into isatins is presented. The reagent mixture NaI/IBX-SO₃K, containing a sulfonylated derivative of 2-iodoxybenzoic acid, was employed to trigger this oxidative process. Moreover, the synthetic route toward IBX-SO₃K and the X-ray crystal structure of the title compound are described in great detail.

Key words

hypervalent iodine - oxidation - indoles - isatins - heterocycles

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References

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