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Visible-Light-Mediated Catalyst-Free [2+2] Cycloaddition Reaction for Dihydrocyclobuta[b]naphthalene-3,8-diones Synthesis under Mild Conditions
A facile and efficient visible-light-mediated method for directly converting 1,4-naphthoquinones into dihydrocyclo-buta[b]naphthalene-3,8-diones (DHCBNDOs) under mild and clean conditions without using any photocatalysts is reported. This approach exhibited favorable compatibility with functional gr...
Autores principales: | , , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2023
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10675681/ https://www.ncbi.nlm.nih.gov/pubmed/38005375 http://dx.doi.org/10.3390/molecules28227654 |
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author | Tan, Hong-Bo Zhou, Jia-Ying Liu, Ying-Shan Lei, Tong Wang, Shi-Yu Hu, Shuang-Shuang Zhang, Xu Xu, Zhi-Gang Tang, Dian-Yong Chen, Zhong-Zhu Wang, Bo-Chu |
author_facet | Tan, Hong-Bo Zhou, Jia-Ying Liu, Ying-Shan Lei, Tong Wang, Shi-Yu Hu, Shuang-Shuang Zhang, Xu Xu, Zhi-Gang Tang, Dian-Yong Chen, Zhong-Zhu Wang, Bo-Chu |
author_sort | Tan, Hong-Bo |
collection | PubMed |
description | A facile and efficient visible-light-mediated method for directly converting 1,4-naphthoquinones into dihydrocyclo-buta[b]naphthalene-3,8-diones (DHCBNDOs) under mild and clean conditions without using any photocatalysts is reported. This approach exhibited favorable compatibility with functional groups and afforded a series of DHCBNDOs with excellent regioselectivity and high yields. Moreover, detailed mechanism studies were carried out both experimentally and theoretically. The readily accessible, low-cost and ecofriendly nature of the developed strategy will endow it with attractive applications in organic and medicinal chemistry. |
format | Online Article Text |
id | pubmed-10675681 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-106756812023-11-18 Visible-Light-Mediated Catalyst-Free [2+2] Cycloaddition Reaction for Dihydrocyclobuta[b]naphthalene-3,8-diones Synthesis under Mild Conditions Tan, Hong-Bo Zhou, Jia-Ying Liu, Ying-Shan Lei, Tong Wang, Shi-Yu Hu, Shuang-Shuang Zhang, Xu Xu, Zhi-Gang Tang, Dian-Yong Chen, Zhong-Zhu Wang, Bo-Chu Molecules Article A facile and efficient visible-light-mediated method for directly converting 1,4-naphthoquinones into dihydrocyclo-buta[b]naphthalene-3,8-diones (DHCBNDOs) under mild and clean conditions without using any photocatalysts is reported. This approach exhibited favorable compatibility with functional groups and afforded a series of DHCBNDOs with excellent regioselectivity and high yields. Moreover, detailed mechanism studies were carried out both experimentally and theoretically. The readily accessible, low-cost and ecofriendly nature of the developed strategy will endow it with attractive applications in organic and medicinal chemistry. MDPI 2023-11-18 /pmc/articles/PMC10675681/ /pubmed/38005375 http://dx.doi.org/10.3390/molecules28227654 Text en © 2023 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Tan, Hong-Bo Zhou, Jia-Ying Liu, Ying-Shan Lei, Tong Wang, Shi-Yu Hu, Shuang-Shuang Zhang, Xu Xu, Zhi-Gang Tang, Dian-Yong Chen, Zhong-Zhu Wang, Bo-Chu Visible-Light-Mediated Catalyst-Free [2+2] Cycloaddition Reaction for Dihydrocyclobuta[b]naphthalene-3,8-diones Synthesis under Mild Conditions |
title | Visible-Light-Mediated Catalyst-Free [2+2] Cycloaddition Reaction for Dihydrocyclobuta[b]naphthalene-3,8-diones Synthesis under Mild Conditions |
title_full | Visible-Light-Mediated Catalyst-Free [2+2] Cycloaddition Reaction for Dihydrocyclobuta[b]naphthalene-3,8-diones Synthesis under Mild Conditions |
title_fullStr | Visible-Light-Mediated Catalyst-Free [2+2] Cycloaddition Reaction for Dihydrocyclobuta[b]naphthalene-3,8-diones Synthesis under Mild Conditions |
title_full_unstemmed | Visible-Light-Mediated Catalyst-Free [2+2] Cycloaddition Reaction for Dihydrocyclobuta[b]naphthalene-3,8-diones Synthesis under Mild Conditions |
title_short | Visible-Light-Mediated Catalyst-Free [2+2] Cycloaddition Reaction for Dihydrocyclobuta[b]naphthalene-3,8-diones Synthesis under Mild Conditions |
title_sort | visible-light-mediated catalyst-free [2+2] cycloaddition reaction for dihydrocyclobuta[b]naphthalene-3,8-diones synthesis under mild conditions |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10675681/ https://www.ncbi.nlm.nih.gov/pubmed/38005375 http://dx.doi.org/10.3390/molecules28227654 |
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