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Asymmetric Radical Cyclopropanation of Dehydroaminocarboxylates: Stereoselective Synthesis of Cyclopropyl α-Amino Acids.脱氢氨基羧酸盐的不对称自由基环丙烷化反应:环丙基α-氨基酸的立体选择性合成
Chem. 2021 Jun 10;7(6):1588-1601. doi: 10.1016/j.chempr.2021.03.002. Epub 2021 Mar 29.
2
Visible Light-Induced Pd-Catalyzed Alkyl-Heck Reaction of Oximes.可见光诱导的肟的钯催化烷基-Heck反应
ACS Catal. 2021 Mar 19;11(6):3749-3754. doi: 10.1021/acscatal.1c00267. Epub 2021 Mar 9.
3
Three-component three-bond forming cascade palladium photoredox catalysis.三组分三键形成级联钯光氧化还原催化
Chem Sci. 2020 Dec 7;12(5):1810-1817. doi: 10.1039/d0sc05551d.
4
Pd-catalyzed formal Mizoroki-Heck coupling of unactivated alkyl chlorides.钯催化的非活化烷基氯的形式 Mizoroki-Heck 偶联。
Nat Commun. 2021 Feb 12;12(1):991. doi: 10.1038/s41467-021-21270-9.
5
Visible light-promoted reactions with diazo compounds: a mild and practical strategy towards free carbene intermediates.可见光照促进的重氮化合物反应:一种温和且实用的游离卡宾中间体策略。
Chem Soc Rev. 2020 Oct 5;49(19):6833-6847. doi: 10.1039/d0cs00224k.
6
Radical-Mediated Strategies for the Functionalization of Alkenes with Diazo Compounds.自由基促进的叠氮化合物与烯烃的功能化反应策略。
J Am Chem Soc. 2020 Aug 12;142(32):13846-13855. doi: 10.1021/jacs.0c05183. Epub 2020 Jul 31.
7
Transition-Metal-Catalyzed Cross-Coupling with Ketones or Aldehydes via -Tosylhydrazones.过渡金属催化的酮或醛与 - 对甲苯磺酰腙的交叉偶联反应。
J Am Chem Soc. 2020 Jun 17;142(24):10592-10605. doi: 10.1021/jacs.0c04445. Epub 2020 Jun 6.
8
Photoinduced Palladium-Catalyzed Carbofunctionalization of Conjugated Dienes Proceeding via Radical-Polar Crossover Scenario: 1,2-Aminoalkylation and Beyond.光诱导钯催化共轭二烯的碳官能化反应:通过自由基-极性交叉态进行 1,2-氨基烷基化及其他反应。
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9
Three-Component, Interrupted Radical Heck/Allylic Substitution Cascade Involving Unactivated Alkyl Bromides.涉及未活化的烷基溴的三组分、间断的自由基 Heck/烯丙基取代级联反应。
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10
Visible-Light-Induced Palladium-Catalyzed Generation of Aryl Radicals from Aryl Triflates.可见光诱导钯催化芳基三氟甲磺酸酯生成芳基自由基
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可见光诱导布朗斯特酸辅助的重氮化合物与N-甲苯磺酰腙的钯催化烷基Heck反应

Visible Light Induced Brønsted Acid Assisted Pd-Catalyzed Alkyl Heck Reaction of Diazo Compounds and N-Tosylhydrazones.

作者信息

Zhang Ziyan, Kvasovs Nikita, Dubrovina Anastasiia, Gevorgyan Vladimir

机构信息

Department of Chemistry and Biochemistry, University of Texas at Dallas, 800 West Campbell Rd, Richardson, TX, 75080, USA.

出版信息

Angew Chem Int Ed Engl. 2022 Jan 3;61(1):e202110924. doi: 10.1002/anie.202110924. Epub 2021 Nov 23.

DOI:10.1002/anie.202110924
PMID:34706124
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC8712420/
Abstract

A mild visible light-induced palladium-catalyzed alkyl Heck reaction of diazo compounds and N-tosylhydrazones is reported. A broad range of vinyl arenes and heteroarenes with high functional group tolerance, as well as a range of different diazo compounds, can efficiently undergo this transformation. This method features Brønsted acid-assisted generation of hybrid palladium C(sp )-centered radical intermediate, which allowed for new selective C-H functionalization protocol.

摘要

报道了一种温和的可见光诱导的重氮化合物与N-对甲苯磺酰腙的钯催化烷基Heck反应。一系列具有高官能团耐受性的乙烯基芳烃和杂芳烃,以及一系列不同的重氮化合物,都能有效地进行这种转化。该方法的特点是通过布朗斯特酸辅助生成以钯为中心的C(sp)杂化自由基中间体,从而实现了一种新的选择性C-H官能化方案。