Visible-Light-Mediated Catalyst-Free [2+2] Cycloaddition Reaction for Dihydrocyclobuta[b]naphthalene-3,8-diones Synthesis under Mild Conditions

Author:

Tan Hong-Bo123ORCID,Zhou Jia-Ying1,Liu Ying-Shan1,Lei Tong1,Wang Shi-Yu1,Hu Shuang-Shuang1,Zhang Xu1,Xu Zhi-Gang1,Tang Dian-Yong1,Chen Zhong-Zhu1ORCID,Wang Bo-Chu2

Affiliation:

1. National and Local Joint Engineering Research Center of Targeted and Innovative Therapeutics, Chongqing Engineering Laboratory of Targeted and Innovative Therapeutics, Chongqing Key Laboratory of Kinase Modulators as Innovative Medicine, Chongqing Collaborative Innovation Center of Targeted and Innovative Therapeutics, College of Pharmacy & IATTI, Chongqing University of Arts and Sciences, Chongqing 402160, China

2. Key Laboratory of Biorheological Science and Technology, Ministry of Education, College of Bioengineering, Chongqing University, Chongqing 400030, China

3. Chongqing Academy of Chinese Materia Medica, Chongqing 400065, China

Abstract

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.

Funder

Science & Technology Research Program of Chongqing Municipal Education Commission

Science & Technology Research Program of Chongqing University of Arts and Sciences

Publisher

MDPI AG

Subject

Chemistry (miscellaneous),Analytical Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Molecular Medicine,Drug Discovery,Pharmaceutical Science

Cited by 1 articles. 订阅此论文施引文献 订阅此论文施引文献,注册后可以免费订阅5篇论文的施引文献,订阅后可以查看论文全部施引文献

1. Visible‐Light‐Mediated [2+2] Photocycloadditions of Alkynes;Chemistry – A European Journal;2024-07-10

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