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Electrooxidative Hofmann Rearrangement of Phthalimides to Access Anthranilate Derivatives
[Image: see text] A simple and efficient electrooxidative Hofmann rearrangement reaction of phthalimides was developed. Anthranilate derivatives were synthesized in moderate to good yields under green and mild conditions using phthalimides as a rearrangement precursor. This approach not only provide...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical Society
2023
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10536198/ https://www.ncbi.nlm.nih.gov/pubmed/37779964 http://dx.doi.org/10.1021/acsomega.3c04797 |
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author | Wang, Jie Zhang, Yonghong Wang, Bin Xia, Yu Xue, Fei Jin, Weiwei Liu, Chenjiang |
author_facet | Wang, Jie Zhang, Yonghong Wang, Bin Xia, Yu Xue, Fei Jin, Weiwei Liu, Chenjiang |
author_sort | Wang, Jie |
collection | PubMed |
description | [Image: see text] A simple and efficient electrooxidative Hofmann rearrangement reaction of phthalimides was developed. Anthranilate derivatives were synthesized in moderate to good yields under green and mild conditions using phthalimides as a rearrangement precursor. This approach not only provides a strategy for synthesizing anthranilates and deuterated anthranilate derivatives with high deuteration efficiency but also realizes efficient conversion at the gram scale. A possible reaction mechanism is proposed. |
format | Online Article Text |
id | pubmed-10536198 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-105361982023-09-29 Electrooxidative Hofmann Rearrangement of Phthalimides to Access Anthranilate Derivatives Wang, Jie Zhang, Yonghong Wang, Bin Xia, Yu Xue, Fei Jin, Weiwei Liu, Chenjiang ACS Omega [Image: see text] A simple and efficient electrooxidative Hofmann rearrangement reaction of phthalimides was developed. Anthranilate derivatives were synthesized in moderate to good yields under green and mild conditions using phthalimides as a rearrangement precursor. This approach not only provides a strategy for synthesizing anthranilates and deuterated anthranilate derivatives with high deuteration efficiency but also realizes efficient conversion at the gram scale. A possible reaction mechanism is proposed. American Chemical Society 2023-09-15 /pmc/articles/PMC10536198/ /pubmed/37779964 http://dx.doi.org/10.1021/acsomega.3c04797 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/). |
spellingShingle | Wang, Jie Zhang, Yonghong Wang, Bin Xia, Yu Xue, Fei Jin, Weiwei Liu, Chenjiang Electrooxidative Hofmann Rearrangement of Phthalimides to Access Anthranilate Derivatives |
title | Electrooxidative
Hofmann Rearrangement of Phthalimides
to Access Anthranilate Derivatives |
title_full | Electrooxidative
Hofmann Rearrangement of Phthalimides
to Access Anthranilate Derivatives |
title_fullStr | Electrooxidative
Hofmann Rearrangement of Phthalimides
to Access Anthranilate Derivatives |
title_full_unstemmed | Electrooxidative
Hofmann Rearrangement of Phthalimides
to Access Anthranilate Derivatives |
title_short | Electrooxidative
Hofmann Rearrangement of Phthalimides
to Access Anthranilate Derivatives |
title_sort | electrooxidative
hofmann rearrangement of phthalimides
to access anthranilate derivatives |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10536198/ https://www.ncbi.nlm.nih.gov/pubmed/37779964 http://dx.doi.org/10.1021/acsomega.3c04797 |
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