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      Electrooxidative Hofmann Rearrangement of Phthalimides to Access Anthranilate Derivatives

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          Abstract

          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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          N -(Acyloxy)phthalimides as Redox-Active Esters in Cross-Coupling Reactions

          Sandip Murarka (2018)
          Article 0 comments Cited 72 times – based on 0 reviews     Review now
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            A practical guide to electrosynthesis

            Matthew C. Leech, Kevin CL Lam (2022)
            Article 0 comments Cited 20 times – based on 0 reviews     Review now
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              Hofmann-Type Rearrangement of Imides by in Situ Generation of Imide-Hypervalent Iodines(III) from Iodoarenes

              Kazuma Ishida, Hideo Togo, Katsuhiko Moriyama (2012)
              Article 0 comments Cited 11 times – based on 0 reviews     Review now
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                Author and article information

                Journal
                Journal ID (nlm-ta): ACS Omega
                Journal ID (iso-abbrev): ACS Omega
                Journal ID (publisher-id): ao
                Journal ID (coden): acsodf
                Title: ACS Omega
                Publisher: American Chemical Society
                ISSN (Electronic): 2470-1343
                Publication date (Electronic): 15 September 2023
                Publication date Collection: 26 September 2023
                Volume: 8
                Issue: 38
                Pages: 35167-35172
                Affiliations
                [† ]Urumqi Key Laboratory of Green Catalysis and Synthesis Technology, Key Laboratory of Oil and Gas Fine Chemicals, Ministry of Education & Xinjiang Uygur Autonomous Region, State Key Laboratory of Chemistry and Utilization of Carbon Based Energy Resources, College of Chemistry, Xinjiang University , Urumqi 830017, P. R. China
                [‡ ]Key Laboratory of Specialty Agri-Product Quality and Hazard Controlling Technology of Zhejiang Province, College of Life Sciences, China Jiliang University , Hangzhou 310018, P. R. China
                Author notes
                Author information
                https://orcid.org/0000-0002-7740-9408
                https://orcid.org/0000-0002-0591-9169
                https://orcid.org/0000-0002-5996-3229
                https://orcid.org/0000-0002-8241-0809
                Article
                DOI: 10.1021/acsomega.3c04797
                PMC ID: 10536198
                PubMed ID: 37779964
                SO-VID: f798d104-ac40-44c6-9dcc-23bc70dad563
                Copyright © © 2023 The Authors. Published by American Chemical Society
                License:

                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/).

                History
                Date received : 04 July 2023
                Date accepted : 04 September 2023
                Funding
                Funded by: Natural Science Foundation of Xinjiang Province, doi 10.13039/100009110;
                Award ID: 2020D01C077
                Funded by: Tianshan Innovative Research Team of the Xinjiang Uygur Autonomous Region, doi NA;
                Award ID: 2021D14011
                Funded by: National Natural Science Foundation of China, doi 10.13039/501100001809;
                Award ID: 22161044
                Funded by: National Natural Science Foundation of China, doi 10.13039/501100001809;
                Award ID: 21961037
                Funded by: National Natural Science Foundation of China, doi 10.13039/501100001809;
                Award ID: 21702175
                Categories
                Subject: Article
                Custom metadata
                document-id-old-9 ao3c04797
                document-id-new-14 ao3c04797
                ccc-price

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