Literature DB >> 22017244

Powerful amide synthesis from alcohols and amines under aerobic conditions catalyzed by gold or gold/iron, -nickel or -cobalt nanoparticles.

Jean-François Soulé1, Hiroyuki Miyamura, Shū Kobayashi.   

Abstract

Considering the importance of the development of powerful green catalysts and the omnipresence of amide bonds in natural and synthetic compounds, we report here on reactions between alcohols and amines for amide bond formation in which heterogeneous gold and gold/iron, -nickel, or -cobalt nanoparticles are used as catalysts and molecular oxygen is used as terminal oxidant. Two catalysts show excellent activity and selectivity, depending on the type of alcohols used. A wide variety of alcohols and amines, including aqueous ammonia and amino acids, can be used for the amide synthesis. Furthermore, the catalysts can be recovered and reused several times without loss of activity.

Entities:  

Year:  2011        PMID: 22017244     DOI: 10.1021/ja2080086

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  10 in total

1.  Oxidative Amide Coupling from Functionally Diverse Alcohols and Amines Using Aerobic Copper/Nitroxyl Catalysis.

Authors:  Paige E Piszel; Aristidis Vasilopoulos; Shannon S Stahl
Journal:  Angew Chem Int Ed Engl       Date:  2019-07-24       Impact factor: 15.336

2.  Practical Synthesis of Amides via Copper/ABNO-Catalyzed Aerobic Oxidative Coupling of Alcohols and Amines.

Authors:  Susan L Zultanski; Jingyi Zhao; Shannon S Stahl
Journal:  J Am Chem Soc       Date:  2016-05-16       Impact factor: 15.419

3.  Synthesis of Formate Esters and Formamides Using an Au/TiO₂-Catalyzed Aerobic Oxidative Coupling of Paraformaldehyde.

Authors:  Ioannis Metaxas; Eleni Vasilikogiannaki; Manolis Stratakis
Journal:  Nanomaterials (Basel)       Date:  2017-12-12       Impact factor: 5.076

4.  Integration of aerobic oxidation and intramolecular asymmetric aza-Friedel-Crafts reactions with a chiral bifunctional heterogeneous catalyst.

Authors:  Hong-Gang Cheng; Javier Miguélez; Hiroyuki Miyamura; Woo-Jin Yoo; Shū Kobayashi
Journal:  Chem Sci       Date:  2016-10-05       Impact factor: 9.825

5.  CuCl/TMEDA/nor-AZADO-catalyzed aerobic oxidative acylation of amides with alcohols to produce imides.

Authors:  Kengo Kataoka; Keiju Wachi; Xiongjie Jin; Kosuke Suzuki; Yusuke Sasano; Yoshiharu Iwabuchi; Jun-Ya Hasegawa; Noritaka Mizuno; Kazuya Yamaguchi
Journal:  Chem Sci       Date:  2018-05-07       Impact factor: 9.825

6.  Synergistic cascade catalysis by metal nanoparticles and Lewis acids in hydrogen autotransfer.

Authors:  Gerald C Y Choo; Hiroyuki Miyamura; Shū Kobayashi
Journal:  Chem Sci       Date:  2014-12-17       Impact factor: 9.825

7.  Visible-Light Photoredox-Catalyzed Amidation of Benzylic Alcohols.

Authors:  Silvia Gaspa; Andrea Farina; Mariella Tilocca; Andrea Porcheddu; Luisa Pisano; Massimo Carraro; Ugo Azzena; Lidia De Luca
Journal:  J Org Chem       Date:  2020-07-23       Impact factor: 4.354

8.  Copper(II)-β-cyclodextrin immobilized on graphitic carbon nitride nanosheets as a highly effective catalyst for tandem oxidative amidation of benzylic alcohols.

Authors:  Hossein Ghafuri; Afsaneh Rashidizadeh; Mostafa Ghafori Gorab; Ghazaleh Jafari
Journal:  Sci Rep       Date:  2022-02-11       Impact factor: 4.996

9.  Acceptorless dehydrogenative synthesis of primary amides from alcohols and ammonia.

Authors:  Jie Luo; Quan-Quan Zhou; Michael Montag; Yehoshoa Ben-David; David Milstein
Journal:  Chem Sci       Date:  2022-03-02       Impact factor: 9.825

10.  Tandem oxidative amidation of benzylic alcohols by copper(II) supported on metformin-graphitic carbon nitride nanosheets as an efficient catalyst.

Authors:  Hossein Ghafuri; Mostafa Ghafori Gorab; Haniyeh Dogari
Journal:  Sci Rep       Date:  2022-03-10       Impact factor: 4.379

  10 in total

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