Formation of tryptanthrin compounds upon Oxone-induced dimerization of indole-3-carbaldehydes

Amber C. Nelson; Emily S. Kalinowski; Taylor L. Jacobson; Peter Grundt

doi:10.1016/j.tetlet.2013.09.124

Formation of tryptanthrin compounds upon Oxone-induced dimerization of indole-3-carbaldehydes

Amber C. Nelson, Emily S. Kalinowski, Taylor L. Jacobson, Peter Grundt

Chemistry & Biochemistry

Research output: Contribution to journal › Article › peer-review

26 Scopus citations

Abstract

Tryptanthrin is a natural product with numerous important pharmacological properties. Tryptanthrin and its analogs are commonly prepared by condensation of isatoic anhydride and isatin. In this Letter we investigate the formation of tryptanthrin derivatives upon Oxone-induced oxidative dimerization of indole-3-carbaldehydes.

Original language	English (US)
Pages (from-to)	6804-6806
Number of pages	3
Journal	Tetrahedron Letters
Volume	54
Issue number	50
DOIs	https://doi.org/10.1016/j.tetlet.2013.09.124
State	Published - Dec 11 2013

Bibliographical note

Funding Information:
This study was supported by funds from the University of Minnesota Undergraduate Research Program (UROP) and the NSF (Grant CHE-0922366 for X-ray diffractometer).

Keywords

Natural product synthesis
Oxidation
Tryptanthrin

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title = "Formation of tryptanthrin compounds upon Oxone-induced dimerization of indole-3-carbaldehydes",

abstract = "Tryptanthrin is a natural product with numerous important pharmacological properties. Tryptanthrin and its analogs are commonly prepared by condensation of isatoic anhydride and isatin. In this Letter we investigate the formation of tryptanthrin derivatives upon Oxone-induced oxidative dimerization of indole-3-carbaldehydes.",

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AU - Kalinowski, Emily S.

AU - Jacobson, Taylor L.

AU - Grundt, Peter

N1 - Funding Information: This study was supported by funds from the University of Minnesota Undergraduate Research Program (UROP) and the NSF (Grant CHE-0922366 for X-ray diffractometer).

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Y1 - 2013/12/11

N2 - Tryptanthrin is a natural product with numerous important pharmacological properties. Tryptanthrin and its analogs are commonly prepared by condensation of isatoic anhydride and isatin. In this Letter we investigate the formation of tryptanthrin derivatives upon Oxone-induced oxidative dimerization of indole-3-carbaldehydes.

AB - Tryptanthrin is a natural product with numerous important pharmacological properties. Tryptanthrin and its analogs are commonly prepared by condensation of isatoic anhydride and isatin. In this Letter we investigate the formation of tryptanthrin derivatives upon Oxone-induced oxidative dimerization of indole-3-carbaldehydes.

KW - Natural product synthesis

KW - Oxidation

KW - Tryptanthrin

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Formation of tryptanthrin compounds upon Oxone-induced dimerization of indole-3-carbaldehydes

Abstract

Bibliographical note

Keywords

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