Is the 2,3-carbon-carbon bond of indole really inert to oxidative cleavage by Oxone?-Synthesis of isatoic anhydrides from indoles

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

doi:10.1039/c3ob41802b

Is the 2,3-carbon-carbon bond of indole really inert to oxidative cleavage by Oxone?-Synthesis of isatoic anhydrides from indoles

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

Chemistry & Biochemistry

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Abstract

A recent report has indicated that the oxidizing agent Oxone does not possess the ability to cleave the 2,3-carbon-carbon bond of indole. Work in our laboratory shows that this is not the case. Indole and a variety of aryl ring substituted derivatives readily react to form synthetically important isatoic anhydrides.

Original language	English (US)
Pages (from-to)	7455-7457
Number of pages	3
Journal	Organic and Biomolecular Chemistry
Volume	11
Issue number	43
DOIs	https://doi.org/10.1039/c3ob41802b
State	Published - Nov 21 2013

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10.1039/c3ob41802b

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abstract = "A recent report has indicated that the oxidizing agent Oxone does not possess the ability to cleave the 2,3-carbon-carbon bond of indole. Work in our laboratory shows that this is not the case. Indole and a variety of aryl ring substituted derivatives readily react to form synthetically important isatoic anhydrides.",

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AU - Nelson, Amber C.

AU - Kalinowski, Emily S.

AU - Czerniecki, Nikolas J.

AU - Jacobson, Taylor L.

AU - Grundt, Peter

PY - 2013/11/21

Y1 - 2013/11/21

N2 - A recent report has indicated that the oxidizing agent Oxone does not possess the ability to cleave the 2,3-carbon-carbon bond of indole. Work in our laboratory shows that this is not the case. Indole and a variety of aryl ring substituted derivatives readily react to form synthetically important isatoic anhydrides.

AB - A recent report has indicated that the oxidizing agent Oxone does not possess the ability to cleave the 2,3-carbon-carbon bond of indole. Work in our laboratory shows that this is not the case. Indole and a variety of aryl ring substituted derivatives readily react to form synthetically important isatoic anhydrides.

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Is the 2,3-carbon-carbon bond of indole really inert to oxidative cleavage by Oxone?-Synthesis of isatoic anhydrides from indoles

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