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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...

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Autores principales: Wang, Jie, Zhang, Yonghong, Wang, Bin, Xia, Yu, Xue, Fei, Jin, Weiwei, Liu, Chenjiang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
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.
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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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