Literature DB >> 21548599

Copper-catalyzed direct amination of electron-deficient arenes with hydroxylamines.

Naoki Matsuda1, Koji Hirano, Tetsuya Satoh, Masahiro Miura.   

Abstract

The C-H amination of electron-deficient arenes such as polyfluoroarenes and azole compounds with O-acylated hydroxylamines effectively proceeds in the presence of a copper catalyst even at room temperature to provide the corresponding anilines and aminoazoles in good yields.

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Year:  2011        PMID: 21548599     DOI: 10.1021/ol200855t

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  16 in total

1.  A Modified System for the Synthesis of Enantioenriched N-Arylamines through Copper-Catalyzed Hydroamination.

Authors:  Saki Ichikawa; Shaolin Zhu; Stephen L Buchwald
Journal:  Angew Chem Int Ed Engl       Date:  2018-06-12       Impact factor: 15.336

2.  Transition-metal free umpolung carbon-nitrogen vs. carbon-chlorine bond formation.

Authors:  John J Sirois; Brenton DeBoef
Journal:  Tetrahedron Lett       Date:  2015-10-07       Impact factor: 2.415

3.  Site-Selective Copper-Catalyzed Amination and Azidation of Arenes and Heteroarenes via Deprotonative Zincation.

Authors:  Charles E Hendrick; Katie J Bitting; Seoyoung Cho; Qiu Wang
Journal:  J Am Chem Soc       Date:  2017-08-14       Impact factor: 15.419

Review 4.  Cross-Coupling of Heteroatomic Electrophiles.

Authors:  Katerina M Korch; Donald A Watson
Journal:  Chem Rev       Date:  2019-06-11       Impact factor: 60.622

5.  Synthesis of Secondary Unsaturated Lactams via an Aza-Heck Reaction.

Authors:  Scott A Shuler; Guoyin Yin; Sarah B Krause; Caroline M Vesper; Donald A Watson
Journal:  J Am Chem Soc       Date:  2016-10-18       Impact factor: 15.419

6.  Metal-Free Direct Amidation of Naphthoquinones Using Hydroxamic Acids as an Amide Source: Application in the Synthesis of an HDAC6 Inhibitor.

Authors:  Cheng Zhang; C James Chou
Journal:  Org Lett       Date:  2016-10-19       Impact factor: 6.005

7.  Copper-catalyzed oxidative amination and allylic amination of alkenes.

Authors:  Timothy W Liwosz; Sherry R Chemler
Journal:  Chemistry       Date:  2013-07-22       Impact factor: 5.236

8.  Copper-catalyzed electrophilic amination of heteroarenes and arenes by C-H zincation.

Authors:  Stacey L McDonald; Charles E Hendrick; Qiu Wang
Journal:  Angew Chem Int Ed Engl       Date:  2014-03-25       Impact factor: 15.336

9.  Design of Modified Amine Transfer Reagents Allows the Synthesis of α-Chiral Secondary Amines via CuH-Catalyzed Hydroamination.

Authors:  Dawen Niu; Stephen L Buchwald
Journal:  J Am Chem Soc       Date:  2015-07-21       Impact factor: 15.419

10.  N-Acyloxyphthalimides as nitrogen radical precursors in the visible light photocatalyzed room temperature C-H amination of arenes and heteroarenes.

Authors:  Laura J Allen; Pablo J Cabrera; Melissa Lee; Melanie S Sanford
Journal:  J Am Chem Soc       Date:  2014-04-04       Impact factor: 15.419

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