Radical cation Diels–Alder reactions of arylidene cycloalkanes

TiO(2) photoelectrochemical and electrochemical radical cation Diels–Alder reactions of arylidene cycloalkanes are described, leading to the construction of spiro ring systems. Although the mechanism remains an open question, arylidene cyclobutanes are found to be much more effective in the reaction...

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Autores principales: Nakayama, Kaii, Kamiya, Hidehiro, Okada, Yohei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2022
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9443414/
https://www.ncbi.nlm.nih.gov/pubmed/36105722
http://dx.doi.org/10.3762/bjoc.18.112
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author Nakayama, Kaii
Kamiya, Hidehiro
Okada, Yohei
author_facet Nakayama, Kaii
Kamiya, Hidehiro
Okada, Yohei
author_sort Nakayama, Kaii
collection PubMed
description TiO(2) photoelectrochemical and electrochemical radical cation Diels–Alder reactions of arylidene cycloalkanes are described, leading to the construction of spiro ring systems. Although the mechanism remains an open question, arylidene cyclobutanes are found to be much more effective in the reaction than other cycloalkanes. Since the reaction is completed with a substoichiometric amount of electricity, a radical cation chain pathway is likely to be involved.
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spelling pubmed-94434142022-09-13 Radical cation Diels–Alder reactions of arylidene cycloalkanes Nakayama, Kaii Kamiya, Hidehiro Okada, Yohei Beilstein J Org Chem Letter TiO(2) photoelectrochemical and electrochemical radical cation Diels–Alder reactions of arylidene cycloalkanes are described, leading to the construction of spiro ring systems. Although the mechanism remains an open question, arylidene cyclobutanes are found to be much more effective in the reaction than other cycloalkanes. Since the reaction is completed with a substoichiometric amount of electricity, a radical cation chain pathway is likely to be involved. Beilstein-Institut 2022-08-25 /pmc/articles/PMC9443414/ /pubmed/36105722 http://dx.doi.org/10.3762/bjoc.18.112 Text en Copyright © 2022, Nakayama et al. https://creativecommons.org/licenses/by/4.0/This is an open access article licensed under the terms of the Beilstein-Institut Open Access License Agreement (https://www.beilstein-journals.org/bjoc/terms/terms), which is identical to the Creative Commons Attribution 4.0 International License (https://creativecommons.org/licenses/by/4.0 (https://creativecommons.org/licenses/by/4.0/) ). The reuse of material under this license requires that the author(s), source and license are credited. Third-party material in this article could be subject to other licenses (typically indicated in the credit line), and in this case, users are required to obtain permission from the license holder to reuse the material.
spellingShingle Letter
Nakayama, Kaii
Kamiya, Hidehiro
Okada, Yohei
Radical cation Diels–Alder reactions of arylidene cycloalkanes
title Radical cation Diels–Alder reactions of arylidene cycloalkanes
title_full Radical cation Diels–Alder reactions of arylidene cycloalkanes
title_fullStr Radical cation Diels–Alder reactions of arylidene cycloalkanes
title_full_unstemmed Radical cation Diels–Alder reactions of arylidene cycloalkanes
title_short Radical cation Diels–Alder reactions of arylidene cycloalkanes
title_sort radical cation diels–alder reactions of arylidene cycloalkanes
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9443414/
https://www.ncbi.nlm.nih.gov/pubmed/36105722
http://dx.doi.org/10.3762/bjoc.18.112
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AT kamiyahidehiro radicalcationdielsalderreactionsofarylidenecycloalkanes
AT okadayohei radicalcationdielsalderreactionsofarylidenecycloalkanes

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