Literature DB >> 25873290

Visible-light-mediated chan-lam coupling reactions of aryl boronic acids and aniline derivatives.

Woo-Jin Yoo1, Tatsuhiro Tsukamoto1, Shū Kobayashi2.   

Abstract

The copper(II)-catalyzed aerobic oxidative coupling reaction between aryl boronic acids and aniline derivatives was found to be improved significantly under visible-light-mediated photoredox catalysis. The substrate scope of this oxidative Chan-Lam reaction was thus expanded to include electron-deficient aryl boronic acids as viable starting materials.
© 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  CN coupling; copper catalysis; cross-coupling; oxidation; photocatalysis

Year:  2015        PMID: 25873290     DOI: 10.1002/anie.201500074

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN: 1433-7851            Impact factor:   15.336


  12 in total

1.  Photocatalytic Oxyamination of Alkenes: Copper(II) Salts as Terminal Oxidants in Photoredox Catalysis.

Authors:  Nicholas L Reed; Madeline I Herman; Vladimir P Miltchev; Tehshik P Yoon
Journal:  Org Lett       Date:  2018-11-08       Impact factor: 6.005

2.  Cu-Catalyzed Cross-Coupling of Nitroarenes with Aryl Boronic Acids to Construct Diarylamines.

Authors:  Xinyu Guan; Haoran Zhu; Tom G Driver
Journal:  ACS Catal       Date:  2021-09-23       Impact factor: 13.700

3.  Fragment Couplings via CO2 Extrusion-Recombination: Expansion of a Classic Bond-Forming Strategy via Metallaphotoredox.

Authors:  Chi Chip Le; David W C MacMillan
Journal:  J Am Chem Soc       Date:  2015-09-15       Impact factor: 15.419

4.  Copper-Mediated Radical-Polar Crossover Enables Photocatalytic Oxidative Functionalization of Sterically Bulky Alkenes.

Authors:  Nicholas L Reed; Grace A Lutovsky; Tehshik P Yoon
Journal:  J Am Chem Soc       Date:  2021-04-15       Impact factor: 15.419

Review 5.  Oxidase reactions in photoredox catalysis.

Authors:  Nicholas L Reed; Tehshik P Yoon
Journal:  Chem Soc Rev       Date:  2021-01-25       Impact factor: 54.564

6.  Photoredox Catalysis in Organic Chemistry.

Authors:  Megan H Shaw; Jack Twilton; David W C MacMillan
Journal:  J Org Chem       Date:  2016-08-01       Impact factor: 4.354

Review 7.  Dual Catalysis Strategies in Photochemical Synthesis.

Authors:  Kazimer L Skubi; Travis R Blum; Tehshik P Yoon
Journal:  Chem Rev       Date:  2016-04-25       Impact factor: 60.622

Review 8.  Boron chemistry in a new light.

Authors:  Guillaume Duret; Robert Quinlan; Philippe Bisseret; Nicolas Blanchard
Journal:  Chem Sci       Date:  2015-07-31       Impact factor: 9.825

Review 9.  Photoredox Catalysis Unlocks Single-Electron Elementary Steps in Transition Metal Catalyzed Cross-Coupling.

Authors:  Mark D Levin; Suhong Kim; F Dean Toste
Journal:  ACS Cent Sci       Date:  2016-05-03       Impact factor: 14.553

10.  Synthesis of Arylamines via Aminium Radicals.

Authors:  Thomas D Svejstrup; Alessandro Ruffoni; Fabio Juliá; Valentin M Aubert; Daniele Leonori
Journal:  Angew Chem Int Ed Engl       Date:  2017-10-24       Impact factor: 15.336

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