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An Efficient Synthesis of Naphtho[2,3-b]furan-4,9-diones via Visible-Light-Mediated [3+2] Cycloaddition Reaction

Naphtho[2,3-b]furan-4,9-dione is an important privileged structural motif which is present in natural products, drugs, and drug candidates. Herein, visible-light-mediated [3+2] cycloaddition reaction for the synthesis of naphtho[2,3-b]furan-4,9-diones and dihydronaphtho[2,3-b]furan-4,9-diones has be...

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Detalles Bibliográficos
Autores principales: Tan, Hongbo, Qi, Zehui, Yu, Yuanhui, Zhang, Xu, Xiang, Yuheng, Huang, Jingwen, Xu, Zhigang, Tang, Dianyong, Chen, Zhongzhu, Wang, Bochu
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10301255/
https://www.ncbi.nlm.nih.gov/pubmed/37375306
http://dx.doi.org/10.3390/molecules28124751
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author Tan, Hongbo
Qi, Zehui
Yu, Yuanhui
Zhang, Xu
Xiang, Yuheng
Huang, Jingwen
Xu, Zhigang
Tang, Dianyong
Chen, Zhongzhu
Wang, Bochu
author_facet Tan, Hongbo
Qi, Zehui
Yu, Yuanhui
Zhang, Xu
Xiang, Yuheng
Huang, Jingwen
Xu, Zhigang
Tang, Dianyong
Chen, Zhongzhu
Wang, Bochu
author_sort Tan, Hongbo
collection PubMed
description Naphtho[2,3-b]furan-4,9-dione is an important privileged structural motif which is present in natural products, drugs, and drug candidates. Herein, visible-light-mediated [3+2] cycloaddition reaction for the synthesis of naphtho[2,3-b]furan-4,9-diones and dihydronaphtho[2,3-b]furan-4,9-diones has been developed. Under environmentally friendly conditions, a variety of title compounds were delivered in good yields. This new protocol shows excellent regioselectivity and remarkable functional group tolerance. This approach provides a powerful, green, efficient, and facile means to expand the structural diversity of naphtho[2,3-b]furan-4,9-diones and dihydronaph-tho[2,3-b]furan-4,9-diones as promising scaffolds for novel drug discovery.
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spelling pubmed-103012552023-06-29 An Efficient Synthesis of Naphtho[2,3-b]furan-4,9-diones via Visible-Light-Mediated [3+2] Cycloaddition Reaction Tan, Hongbo Qi, Zehui Yu, Yuanhui Zhang, Xu Xiang, Yuheng Huang, Jingwen Xu, Zhigang Tang, Dianyong Chen, Zhongzhu Wang, Bochu Molecules Article Naphtho[2,3-b]furan-4,9-dione is an important privileged structural motif which is present in natural products, drugs, and drug candidates. Herein, visible-light-mediated [3+2] cycloaddition reaction for the synthesis of naphtho[2,3-b]furan-4,9-diones and dihydronaphtho[2,3-b]furan-4,9-diones has been developed. Under environmentally friendly conditions, a variety of title compounds were delivered in good yields. This new protocol shows excellent regioselectivity and remarkable functional group tolerance. This approach provides a powerful, green, efficient, and facile means to expand the structural diversity of naphtho[2,3-b]furan-4,9-diones and dihydronaph-tho[2,3-b]furan-4,9-diones as promising scaffolds for novel drug discovery. MDPI 2023-06-13 /pmc/articles/PMC10301255/ /pubmed/37375306 http://dx.doi.org/10.3390/molecules28124751 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, Hongbo
Qi, Zehui
Yu, Yuanhui
Zhang, Xu
Xiang, Yuheng
Huang, Jingwen
Xu, Zhigang
Tang, Dianyong
Chen, Zhongzhu
Wang, Bochu
An Efficient Synthesis of Naphtho[2,3-b]furan-4,9-diones via Visible-Light-Mediated [3+2] Cycloaddition Reaction
title An Efficient Synthesis of Naphtho[2,3-b]furan-4,9-diones via Visible-Light-Mediated [3+2] Cycloaddition Reaction
title_full An Efficient Synthesis of Naphtho[2,3-b]furan-4,9-diones via Visible-Light-Mediated [3+2] Cycloaddition Reaction
title_fullStr An Efficient Synthesis of Naphtho[2,3-b]furan-4,9-diones via Visible-Light-Mediated [3+2] Cycloaddition Reaction
title_full_unstemmed An Efficient Synthesis of Naphtho[2,3-b]furan-4,9-diones via Visible-Light-Mediated [3+2] Cycloaddition Reaction
title_short An Efficient Synthesis of Naphtho[2,3-b]furan-4,9-diones via Visible-Light-Mediated [3+2] Cycloaddition Reaction
title_sort efficient synthesis of naphtho[2,3-b]furan-4,9-diones via visible-light-mediated [3+2] cycloaddition reaction
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10301255/
https://www.ncbi.nlm.nih.gov/pubmed/37375306
http://dx.doi.org/10.3390/molecules28124751
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