Literature DB >> 28198186

Esterification of the Primary Benzylic C-H Bonds with Carboxylic Acids Catalyzed by Ionic Iron(III) Complexes Containing an Imidazolinium Cation.

Bing Lu1, Fan Zhu1, Hong-Mei Sun1, Qi Shen1.   

Abstract

The first iron-catalyzed esterification of the primary benzylic C-H bonds with carboxylic acids using di-tert-butyl peroxide as an oxidant is achieved by novel ionic iron(III) complexes containing an imidazolinium cation. The use of well-defined, air-stable, and available iron(III) complex in a 5 mol % loading and readily available starting materials with a broad generality and outstanding sterically hindered tolerance renders this methodology a useful alternative to other protocols that are typically employed for the synthesis of benzyl esters.

Entities:  

Year:  2017        PMID: 28198186     DOI: 10.1021/acs.orglett.7b00148

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


  4 in total

1.  Ester Formation via Symbiotic Activation Utilizing Trichloroacetimidate Electrophiles.

Authors:  Nivedita S Mahajani; Rowan I L Meador; Tomas J Smith; Sarah E Canarelli; Arijit A Adhikari; Jigisha P Shah; Christopher M Russo; Daniel R Wallach; Kyle T Howard; Alexandra M Millimaci; John D Chisholm
Journal:  J Org Chem       Date:  2019-05-30       Impact factor: 4.354

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

Review 3.  N-Heterocyclic Carbene Complexes in C-H Activation Reactions.

Authors:  Qun Zhao; Guangrong Meng; Steven P Nolan; Michal Szostak
Journal:  Chem Rev       Date:  2020-01-22       Impact factor: 60.622

4.  Selective carboxylation of reactive benzylic C-H bonds by a hypervalent iodine(III)/inorganic bromide oxidation system.

Authors:  Toshifumi Dohi; Shohei Ueda; Kosuke Iwasaki; Yusuke Tsunoda; Koji Morimoto; Yasuyuki Kita
Journal:  Beilstein J Org Chem       Date:  2018-05-16       Impact factor: 2.883

  4 in total

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