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需氧氧化电子供体-受体（EDA）催化：使用有机催化的EDA活性受体合成四氢喹啉

Aerobic Oxidative EDA Catalysis: Synthesis of Tetrahydroquinolines Using an Organocatalytic EDA Active Acceptor.

作者信息

Runemark August, Sundén Henrik

机构信息

Department of Chemistry and Chemical Engineering, Chalmers University of Technology, Kemivägen 10, 412 96 Gothenburg, Sweden.

Chemistry and Molecular Biology, University of Gothenburg, Kemivägen 10, 412 96 Gothenburg, Sweden.

出版信息

J Org Chem. 2022 Jan 21;87(2):1457-1469. doi: 10.1021/acs.joc.1c02776. Epub 2022 Jan 10.

DOI:10.1021/acs.joc.1c02776
PMID:35005960
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8790759/
Abstract

A catalytic electron donor-acceptor (EDA) complex for the visible-light-driven annulation reaction between activated alkenes and N,N-substituted dialkyl anilines is reported. The key photoactive complex is formed between dialkylated anilines as donors and 1,2-dibenzoylethylene as a catalytic acceptor. The catalytic acceptor is regenerated by aerobic oxidation. Investigations into the mechanism are provided, revealing a rare example of a catalytic acceptor in photoactive EDA complexes that can give access to selective functionalization of aromatic amines under mild photochemical conditions.

摘要

报道了一种用于可见光驱动的活性烯烃与N,N-二取代二烷基苯胺之间环化反应的催化电子供体-受体（EDA）配合物。关键的光活性配合物是由作为供体的二烷基苯胺和作为催化受体的1,2-二苯甲酰基乙烯形成的。催化受体通过有氧氧化再生。文中提供了对该反应机理的研究，揭示了光活性EDA配合物中催化受体的一个罕见例子，即在温和的光化学条件下可实现芳香胺的选择性官能化。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d970/8790759/a5570440c7c3/jo1c02776_0009.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d970/8790759/e326e893a6f2/jo1c02776_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d970/8790759/de302b8c5b22/jo1c02776_0006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d970/8790759/df7e86f23066/jo1c02776_0007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d970/8790759/fd7824b1414b/jo1c02776_0008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d970/8790759/dace37cb1816/jo1c02776_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/d970/8790759/a5570440c7c3/jo1c02776_0009.jpg

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