Visible-light-induced ring-opening cross-coupling of cycloalcohols with vinylazaarenes and enones via β-C-C scission enabled by proton-coupled electron transfer

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成果类型：

期刊论文

作者：

Zhang, Qinghong;Zhao, Qiao;Wu, Xiaodi;Wang, Li;Shen, Kairui;...

通讯作者：

Zhao, K

作者机构：

[Wu, Xiaodi; Wang, Li; Shen, Kairui; Zhao, Qiao; Hua, Yuchen; Zhao, Kai; Zhang, Qinghong; Gao, Cheng; Zhao, K] Nanjing Tech Univ, Inst Adv Synth, Jiangsu Natl Synerget Innovat Ctr Adv Mat, Sch Chem & Mol Engn, Nanjing 211816, Peoples R China.

[Zhang, Yu] Nanjing Forestry Univ, Coll Chem Engn, Nanjing 210037, Peoples R China.

[Zhao, Kai; Zhao, K] Henan Normal Univ, Sch Chem & Chem Engn, Xinxiang 453007, Peoples R China.

[Peng, Mei] Univ South China, Coll Pharm, Hengyang Med Sch, Hengyang 421001, Peoples R China.

通讯机构：

[Zhao, K ] N

Nanjing Tech Univ, Inst Adv Synth, Jiangsu Natl Synerget Innovat Ctr Adv Mat, Sch Chem & Mol Engn, Nanjing 211816, Peoples R China.

Henan Normal Univ, Sch Chem & Chem Engn, Xinxiang 453007, Peoples R China.

语种：

英文

关键词：

Pyridyl-based ketone;1,6-Diketone;Proton-coupled electron transfer;C-C Bond cleavage;Ring-opening coupling

期刊：

CHINESE CHEMICAL LETTERS

ISSN：

1001-8417

年：

2025

卷：

期：

DOI：

10.1016/j.cclet.2024.110167

基金类别：

National Natural Science Foundation of China [21801129, 22078153, 22378201]; National Key Research and Development Program of China [2022YFB3805603]; Natural science research projects in Jiangsu Higher Education Institutions [18KJB150018]; Open Re-search Fund of School of Chemistry and Chemical Engineering, Henan Normal University [2024Y16]; Nanjing Tech Univer-sity [39837137, 39837101, 3827401739]

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摘要：

Pyridyl-based ketones and 1,6-diketones are both attractive and invaluable scaffolds which play pivotal roles in the construction and structural modification of a plethora of synthetically paramount natural products, pharmaceuticals, organic materials and fine chemicals. In this context, we herein demonstrate an unprecedented, robust and generally applicable synthetically strategy to deliver these two crucial ketone frameworks via visible-light-induced ring-opening coupling reactions of cycloalcohols with vinylazaarenes and enones, respectively. A plausible mechanism involves the selective bet...

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Visible-light-induced ring-opening cross-coupling of cycloalcohols with vinylazaarenes and enones via β-C-C scission enabled by proton-coupled electron transfer

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