2-(2,5-Dimethoxyphenoxy)isoindoline-1,3-dione

In this work, the direct C-H functionalization reaction of 1,4-dimethoxybenzene with <i>N</i>-hydroxyphthalimide has been disclosed. A previously unknown product of the C-O coupling of 1,4-dimethoxybenzene and <i>N</i>-hydroxyphthalimide was obtained. The reaction proceeded u...

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Main Authors: Stanislav A. Paveliev, Oleg O. Segida, Alexander O. Terent’ev
Format: Article
Language:English
Published: MDPI AG 2022-12-01
Series:Molbank
Subjects:
Online Access:https://www.mdpi.com/1422-8599/2022/4/M1514
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author Stanislav A. Paveliev
Oleg O. Segida
Alexander O. Terent’ev
author_facet Stanislav A. Paveliev
Oleg O. Segida
Alexander O. Terent’ev
author_sort Stanislav A. Paveliev
collection DOAJ
description In this work, the direct C-H functionalization reaction of 1,4-dimethoxybenzene with <i>N</i>-hydroxyphthalimide has been disclosed. A previously unknown product of the C-O coupling of 1,4-dimethoxybenzene and <i>N</i>-hydroxyphthalimide was obtained. The reaction proceeded under mild conditions, in which a commercially available manganese-based oxidizing agent was used for generation of a phthalimide-<i>N</i>-oxyl radical. The obtained compound is a promising valuable precursor of <i>O</i>-aryl hydroxylamine.
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spelling doaj.art-7c92cea4b6654ab9a8e826998ec9ed552023-11-24T16:54:35ZengMDPI AGMolbank1422-85992022-12-0120224M151410.3390/M15142-(2,5-Dimethoxyphenoxy)isoindoline-1,3-dioneStanislav A. Paveliev0Oleg O. Segida1Alexander O. Terent’ev2N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, RussiaN. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, RussiaN. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, RussiaIn this work, the direct C-H functionalization reaction of 1,4-dimethoxybenzene with <i>N</i>-hydroxyphthalimide has been disclosed. A previously unknown product of the C-O coupling of 1,4-dimethoxybenzene and <i>N</i>-hydroxyphthalimide was obtained. The reaction proceeded under mild conditions, in which a commercially available manganese-based oxidizing agent was used for generation of a phthalimide-<i>N</i>-oxyl radical. The obtained compound is a promising valuable precursor of <i>O</i>-aryl hydroxylamine.https://www.mdpi.com/1422-8599/2022/4/M1514C-H functionalizationoxidative coupling<i>N</i>-hydroxyphthalimide<i>N</i>-oxyl radicalsfree radicalsoxidation
spellingShingle Stanislav A. Paveliev
Oleg O. Segida
Alexander O. Terent’ev
2-(2,5-Dimethoxyphenoxy)isoindoline-1,3-dione
Molbank
C-H functionalization
oxidative coupling
<i>N</i>-hydroxyphthalimide
<i>N</i>-oxyl radicals
free radicals
oxidation
title 2-(2,5-Dimethoxyphenoxy)isoindoline-1,3-dione
title_full 2-(2,5-Dimethoxyphenoxy)isoindoline-1,3-dione
title_fullStr 2-(2,5-Dimethoxyphenoxy)isoindoline-1,3-dione
title_full_unstemmed 2-(2,5-Dimethoxyphenoxy)isoindoline-1,3-dione
title_short 2-(2,5-Dimethoxyphenoxy)isoindoline-1,3-dione
title_sort 2 2 5 dimethoxyphenoxy isoindoline 1 3 dione
topic C-H functionalization
oxidative coupling
<i>N</i>-hydroxyphthalimide
<i>N</i>-oxyl radicals
free radicals
oxidation
url https://www.mdpi.com/1422-8599/2022/4/M1514
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AT olegosegida 225dimethoxyphenoxyisoindoline13dione
AT alexanderoterentev 225dimethoxyphenoxyisoindoline13dione