Literature DB >> 23789961

Copper-catalyzed N-methylation of amides and O-methylation of carboxylic acids by using peroxides as the methylating reagents.

Qinqin Xia1, Xiaolong Liu, Yuejiao Zhang, Chao Chen, Wanzhi Chen.   

Abstract

The copper-catalyzed N-methylation of amides and O-methylation of carboxylic acids by using peroxides as the methylating reagent are described. Various amides and carboxylic acids were methylated affording N-substituted amides and esters. Tentative mechanistic studies suggest that this reaction is likely to involve a radical process.

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Year:  2013        PMID: 23789961     DOI: 10.1021/ol401362k

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


  7 in total

1.  Copper-Catalyzed Amidation of Primary and Secondary Alkyl Boronic Esters.

Authors:  Luis M Mori-Quiroz; Kirk W Shimkin; Sina Rezazadeh; Ryan A Kozlowski; Donald A Watson
Journal:  Chemistry       Date:  2016-09-22       Impact factor: 5.236

2.  Chemo- and regioselective benzylic C(sp3)-H oxidation bridging the gap between hetero- and homogeneous copper catalysis.

Authors:  Shantanu Nandi; Shuvam Mondal; Ranjan Jana
Journal:  iScience       Date:  2022-05-02

3.  Copper-catalyzed intermolecular amidation and imidation of unactivated alkanes.

Authors:  Ba L Tran; Bijie Li; Matthias Driess; John F Hartwig
Journal:  J Am Chem Soc       Date:  2014-01-30       Impact factor: 15.419

4.  Copper-catalyzed oxidative dehydrogenative carboxylation of unactivated alkanes to allylic esters via alkenes.

Authors:  Ba L Tran; Matthias Driess; John F Hartwig
Journal:  J Am Chem Soc       Date:  2014-11-24       Impact factor: 15.419

5.  Copper-catalyzed methylative difunctionalization of alkenes.

Authors:  Xu Bao; Takayuki Yokoe; Tu M Ha; Qian Wang; Jieping Zhu
Journal:  Nat Commun       Date:  2018-09-13       Impact factor: 14.919

6.  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

7.  Monoselective N-Methylation of Amides, Indoles, and Related Structures Using Quaternary Ammonium Salts as Solid Methylating Agents.

Authors:  Johanna Templ; Edma Gjata; Filippa Getzner; Michael Schnürch
Journal:  Org Lett       Date:  2022-10-03       Impact factor: 6.072

  7 in total

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