Literature DB >> 24364763

Aminolysis of aryl ester using tertiary amine as amino donor via C-O and C-N bond activations.

Yong-Sheng Bao1, Bao Zhaorigetu, Bao Agula, Menghe Baiyin, Meilin Jia.   

Abstract

An aminolysis reaction between various aryl esters and inert tertiary amines by C-O and C-N bond activations has been developed for the selective synthesis of a broad scope of tertiary amides under neutral and mild conditions. The mechanism may undergo the two key steps of oxidative addition of acyl C-O bond in parent ester and C-N bond cleavage of tertiary amine via an iminium-type intermediate.

Entities:  

Year:  2013        PMID: 24364763     DOI: 10.1021/jo4023974

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  6 in total

1.  Pd-Catalyzed Acyl C-O Bond Activation for Selective Ring-Opening of α-Methylene-β-lactones with Amines.

Authors:  Christian A Malapit; Donald R Caldwell; Nicole Sassu; Samuel Milbin; Amy R Howell
Journal:  Org Lett       Date:  2017-04-04       Impact factor: 6.005

2.  Transesterification of (hetero)aryl esters with phenols by an Earth-abundant metal catalyst.

Authors:  Jianxia Chen; E Namila; Chaolumen Bai; Menghe Baiyin; Bao Agula; Yong-Sheng Bao
Journal:  RSC Adv       Date:  2018-07-13       Impact factor: 4.036

3.  Mesoporous Carbon-Supported Pd Nanoparticles in the Metallic State-Catalyzed Acylation of Amides with Aryl Esters via C-O Activation.

Authors:  Hui-Fang Huo; Dan Liu; Agula Bao; Tegshi Muschin; Chaolumen Bai; Yong-Sheng Bao
Journal:  ACS Omega       Date:  2022-04-07

4.  Highly Selective Synthesis of 6-Glyoxylamidoquinoline Derivatives via Palladium-Catalyzed Aminocarbonylation.

Authors:  Sami Chniti; László Kollár; Attila Bényei; Attila Takács
Journal:  Molecules       Date:  2021-12-21       Impact factor: 4.411

5.  Solvent- and transition metal-free amide synthesis from phenyl esters and aryl amines.

Authors:  Sergey A Rzhevskiy; Alexandra A Ageshina; Gleb A Chesnokov; Pavel S Gribanov; Maxim A Topchiy; Mikhail S Nechaev; Andrey F Asachenko
Journal:  RSC Adv       Date:  2019-01-11       Impact factor: 4.036

6.  6-Halo-2-pyridone as an efficient organocatalyst for ester aminolysis.

Authors:  Takeshi Yamada; Yusuke Watanabe; Sentaro Okamoto
Journal:  RSC Adv       Date:  2021-07-14       Impact factor: 4.036

  6 in total

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