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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MDPI AG
2022-12-01
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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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format | Article |
id | doaj.art-7c92cea4b6654ab9a8e826998ec9ed55 |
institution | Directory Open Access Journal |
issn | 1422-8599 |
language | English |
last_indexed | 2024-03-09T16:03:20Z |
publishDate | 2022-12-01 |
publisher | MDPI AG |
record_format | Article |
series | Molbank |
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 |
work_keys_str_mv | AT stanislavapaveliev 225dimethoxyphenoxyisoindoline13dione AT olegosegida 225dimethoxyphenoxyisoindoline13dione AT alexanderoterentev 225dimethoxyphenoxyisoindoline13dione |