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Radical Rearrangement Reaction of Propargyl Ethers to α,β-Unsaturated Aldehydes via Photoredox and Ni Catalysis

文献类型：期刊论文

作者Jiang, Qi-Xuan1,2; Xiao, Bi-Yin1,2; Huang, Wei1,2,3; Zhang, Feng-Hua1,2
刊名ORGANIC LETTERS
出版日期2025-04-07
卷号27期号:15页码:3970-3976
ISSN号1523-7060
DOI10.1021/acs.orglett.5c00905
英文摘要Aryl migration, especially 1,4-aryl migration, is one of the most important reactions in radical rearrangement. Over the past decades, 1,4-aryl migration by the addition of a radical to alkynes has become a simple and efficient method in the difunctionalization reactions of alkynes. Radical-based 1,4-aryl migration of aryl alkynoates has been well-explored; however, the 1,4-aryl migration of aryl propynyl ethers is rarely studied. Herein, we first described radical 1,4-aryl migration of propargyl ether to valuable alpha,beta-unsaturated aldehydes via photoredox and Ni catalysis. This method features redox-neutral conditions, readily available starting materials, broad substrate scope, good functional group compatibility, and diverse transformations. Mechanistic studies suggest that this reaction proceeds through a radical-involved pathway.
WOS关键词OXIDATIVE DIFUNCTIONALIZATION ; CASCADE REACTION ; ARYL MIGRATION ; ALKYNOATES ; CINNAMALDEHYDE ; DERIVATIVES
资助项目National Natural Science Foundation of China[2023YFD1800100] ; National Key Research and Development Program of China[22401060] ; National Natural Science Foundation of China[2023HIAS-V006] ; National Natural Science Foundation of China[2024HIAS-V008] ; Hangzhou Institute for Advanced Study, University of Chinese Academy of Sciences
WOS研究方向Chemistry
语种英语
WOS记录号WOS:001461015200001
出版者AMER CHEMICAL SOC
源URL[http://119.78.100.183/handle/2S10ELR8/316956]  
专题新药研究国家重点实验室
通讯作者Zhang, Feng-Hua
作者单位1.Univ Chinese Acad Sci, Hangzhou Inst Adv Study, Sch Pharmaceut Sci & Technol, Hangzhou 310024, Peoples R China
2.Univ Chinese Acad Sci, Beijing 101408, Peoples R China
3.Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, Shanghai 201203, Peoples R China
推荐引用方式
GB/T 7714		 Jiang, Qi-Xuan,Xiao, Bi-Yin,Huang, Wei,et al. Radical Rearrangement Reaction of Propargyl Ethers to α,β-Unsaturated Aldehydes via Photoredox and Ni Catalysis[J]. ORGANIC LETTERS,2025,27(15):3970-3976.
APA Jiang, Qi-Xuan,Xiao, Bi-Yin,Huang, Wei,&Zhang, Feng-Hua.(2025).Radical Rearrangement Reaction of Propargyl Ethers to α,β-Unsaturated Aldehydes via Photoredox and Ni Catalysis.ORGANIC LETTERS,27(15),3970-3976.
MLA Jiang, Qi-Xuan,et al."Radical Rearrangement Reaction of Propargyl Ethers to α,β-Unsaturated Aldehydes via Photoredox and Ni Catalysis".ORGANIC LETTERS 27.15(2025):3970-3976.

入库方式： OAI收割

来源：上海药物研究所

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