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本文引用的文献

1
Direct Reductive Amination of Carbonyl Compounds Catalyzed by a Moisture Tolerant Tin(IV) Lewis Acid.耐湿四价锡路易斯酸催化羰基化合物的直接还原胺化反应
Adv Synth Catal. 2018 Mar 20;360(6):1066-1071. doi: 10.1002/adsc.201701418. Epub 2018 Jan 15.
2
Visible-Light Photocatalysis: Does It Make a Difference in Organic Synthesis?可见光光催化:它在有机合成中会产生影响吗?
Angew Chem Int Ed Engl. 2018 Aug 6;57(32):10034-10072. doi: 10.1002/anie.201709766. Epub 2018 Jun 29.
3
Aminomethylation of Aryl Halides using α-Silylamines Enabled by Ni/Photoredox Dual Catalysis.镍/光氧化还原双催化实现的α-硅胺对芳基卤化物的氨甲基化反应
ACS Catal. 2017 Sep 1;7(9):6065-6069. doi: 10.1021/acscatal.7b01973. Epub 2017 Aug 16.
4
Ni-Catalyzed Carbon-Carbon Bond-Forming Reductive Amination.镍催化的碳-碳键形成还原胺化反应。
J Am Chem Soc. 2018 Feb 14;140(6):2292-2300. doi: 10.1021/jacs.7b12212. Epub 2018 Feb 1.
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Reductive Amination by Photoredox Catalysis and Polarity-Matched Hydrogen Atom Transfer.光氧化还原催化和极性匹配氢原子转移的还原胺化反应。
Angew Chem Int Ed Engl. 2018 Feb 23;57(9):2469-2473. doi: 10.1002/anie.201711467. Epub 2018 Jan 18.
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Hydrogen-free reductive amination using iron pentacarbonyl as a reducing agent.使用五羰基铁作为还原剂的无氢还原胺化反应。
Org Biomol Chem. 2017 Dec 13;15(48):10164-10166. doi: 10.1039/c7ob02795h.
7
Photoredox-catalyzed deuteration and tritiation of pharmaceutical compounds.光氧化还原催化的药物化合物的氘代和氚代
Science. 2017 Dec 1;358(6367):1182-1187. doi: 10.1126/science.aap9674. Epub 2017 Nov 9.
8
Chemo- and Regioselective Organo-Photoredox Catalyzed Hydroformylation of Styrenes via a Radical Pathway.通过自由基途径实现的苯乙烯的 chemo- 和区域选择性有机光氧化还原催化氢甲酰化反应。
J Am Chem Soc. 2017 Jul 26;139(29):9799-9802. doi: 10.1021/jacs.7b05082. Epub 2017 Jul 13.
9
Photoredox-Mediated Routes to Radicals: The Value of Catalytic Radical Generation in Synthetic Methods Development.光氧化还原介导的自由基生成途径:催化自由基生成在合成方法开发中的价值。
ACS Catal. 2017 Apr 7;7(4):2563-2575. doi: 10.1021/acscatal.7b00094. Epub 2017 Mar 14.
10
Mild, Redox-Neutral Alkylation of Imines Enabled by an Organic Photocatalyst.有机光催化剂实现的温和、氧化还原中性的亚胺烷基化反应。
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光氧化还原催化醛的直接还原胺化反应,无需外加氢/氢化物源。

Photoredox-catalyzed Direct Reductive Amination of Aldehydes without an External Hydrogen/Hydride Source.

机构信息

Roy and Diana Vagelos Laboratories, Department of Chemistry , University of Pennsylvania , 231 South 34th Street , Philadelphia , Pennsylvania 19104-6323 , United States.

出版信息

Org Lett. 2018 May 4;20(9):2680-2684. doi: 10.1021/acs.orglett.8b00895. Epub 2018 Apr 13.

DOI:10.1021/acs.orglett.8b00895
PMID:29652160
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC5935552/
Abstract

The direct reductive amination of aromatic aldehydes has been realized using a photocatalyst under visible light irradiation. The single electron oxidation of an in situ formed aminal species generates the putative α-amino radical that eventually delivers the reductive amination product. This method is operationally simple, highly selective, and functional group tolerant, which allows the direct synthesis of benzylic amines by a unique mechanistic pathway.

摘要

使用光催化剂,在可见光照射下实现了芳醛的直接还原胺化。原位生成的亚胺物种的单电子氧化生成了假定的α-氨基自由基,最终得到还原胺化产物。该方法操作简单、选择性高、官能团容忍度好,允许通过独特的反应机理途径直接合成苄胺。