Electrochemical radical cation aza-Wacker cyclizations

Electrochemical or photochemical single-electron oxidation of bench-stable substrates can generate radical cations that offer unique reactivities as intermediates in various bond-formation processes. Such intermediates can potentially take part in both radical and ionic bond formation; however, the...

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出版年:Beilstein Journal of Organic Chemistry
主要な著者: Sota Adachi, Yohei Okada
フォーマット: 論文
言語:英語
出版事項: Beilstein-Institut 2024-08-01
主題:
オンライン・アクセス:https://doi.org/10.3762/bjoc.20.165
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author Sota Adachi
Yohei Okada
author_facet Sota Adachi
Yohei Okada
author_sort Sota Adachi
collection DOAJ
container_title Beilstein Journal of Organic Chemistry
description Electrochemical or photochemical single-electron oxidation of bench-stable substrates can generate radical cations that offer unique reactivities as intermediates in various bond-formation processes. Such intermediates can potentially take part in both radical and ionic bond formation; however, the mechanisms involved are complicated and not fully understood. Herein, we report electrochemical radical cation aza-Wacker cyclizations under acidic conditions, which are expected to proceed via radical cations generated by single-electron oxidation of alkenes.
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spelling doaj-art-59fed5e81a6c415b9bcf71cd08fbcae12025-08-20T00:19:40ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972024-08-012011900190510.3762/bjoc.20.1651860-5397-20-165Electrochemical radical cation aza-Wacker cyclizationsSota Adachi0Yohei Okada1Department of Applied Biological Science, Tokyo University of Agriculture and Technology, 3-5-8 Saiwai-cho, Fuchu, Tokyo 183-8509, Japan Department of Applied Biological Science, Tokyo University of Agriculture and Technology, 3-5-8 Saiwai-cho, Fuchu, Tokyo 183-8509, Japan Electrochemical or photochemical single-electron oxidation of bench-stable substrates can generate radical cations that offer unique reactivities as intermediates in various bond-formation processes. Such intermediates can potentially take part in both radical and ionic bond formation; however, the mechanisms involved are complicated and not fully understood. Herein, we report electrochemical radical cation aza-Wacker cyclizations under acidic conditions, which are expected to proceed via radical cations generated by single-electron oxidation of alkenes.https://doi.org/10.3762/bjoc.20.165alkeneaza-wacker cyclizationelectrochemistryradical cationsulfonamide
spellingShingle Sota Adachi
Yohei Okada
Electrochemical radical cation aza-Wacker cyclizations
alkene
aza-wacker cyclization
electrochemistry
radical cation
sulfonamide
title Electrochemical radical cation aza-Wacker cyclizations
title_full Electrochemical radical cation aza-Wacker cyclizations
title_fullStr Electrochemical radical cation aza-Wacker cyclizations
title_full_unstemmed Electrochemical radical cation aza-Wacker cyclizations
title_short Electrochemical radical cation aza-Wacker cyclizations
title_sort electrochemical radical cation aza wacker cyclizations
topic alkene
aza-wacker cyclization
electrochemistry
radical cation
sulfonamide
url https://doi.org/10.3762/bjoc.20.165
work_keys_str_mv AT sotaadachi electrochemicalradicalcationazawackercyclizations
AT yoheiokada electrochemicalradicalcationazawackercyclizations