Literature DB >> 27690440

Liquid-Assisted Grinding Accelerating: Suzuki-Miyaura Reaction of Aryl Chlorides under High-Speed Ball-Milling Conditions.

Zhi-Jiang Jiang1, Zhen-Hua Li2, Jing-Bo Yu1, Wei-Ke Su1.   

Abstract

The effect of liquid-assisted grinding has been studied using mechanical Suzuki-Miyaura reaction of aryl chlorides as the model reaction. Catalytic systems of Davephos and PCy3 are tested respectively showing strong influences from different liquids. Unexpected improvement of yield over 55% is observed using alcohols as additives, which is explained by in situ formed alkoxides and their participation in oxidative addition. Further expansion of substrates using Pd(OAc)2/PCy3/MeOH system gives desired products in good to high yields.

Entities:  

Year:  2016        PMID： 27690440     DOI： 10.1021/acs.joc.6b01938

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


  12 in total

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2.  Mechanochemical Dimerization of Aldoximes to Furoxans.

Authors:  Run-Kai Fang; Kuan Chen; Chuang Niu; Guan-Wu Wang
Journal:  Molecules       Date:  2022-04-18       Impact factor: 4.927

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5.  Mechanochemical Preparation of Pd(II) and Pt(II) Composites with Carbonaceous Materials and Their Application in the Suzuki-Miyaura Reaction at Several Energy Inputs.

Authors:  Mohamed M A Soliman; Andreia F Peixoto; Ana P C Ribeiro; Maximilian N Kopylovich; Elisabete C B A Alegria; Armando J L Pombeiro
Journal:  Molecules       Date:  2020-06-26       Impact factor: 4.411

6.  Olefin-accelerated solid-state C-N cross-coupling reactions using mechanochemistry.

Authors:  Koji Kubota; Tamae Seo; Katsumasa Koide; Yasuchika Hasegawa; Hajime Ito
Journal:  Nat Commun       Date:  2019-01-10       Impact factor: 14.919

7.  Solid-state Suzuki-Miyaura cross-coupling reactions: olefin-accelerated C-C coupling using mechanochemistry.

Authors:  Tamae Seo; Tatsuo Ishiyama; Koji Kubota; Hajime Ito
Journal:  Chem Sci       Date:  2019-07-22       Impact factor: 9.825

Review 8.  New Trends in C-C Cross-Coupling Reactions: The Use of Unconventional Conditions.

Authors:  Marta A Andrade; Luísa M D R S Martins
Journal:  Molecules       Date:  2020-11-24       Impact factor: 4.411

9.  Encaging palladium(0) in layered double hydroxide: A sustainable catalyst for solvent-free and ligand-free Heck reaction in a ball mill.

Authors:  Wei Shi; Jingbo Yu; Zhijiang Jiang; Qiaoling Shao; Weike Su
Journal:  Beilstein J Org Chem       Date:  2017-08-14       Impact factor: 2.883

10.  Mechanochemical Synthesis and Isomerization of N-Substituted Indole-3-carboxaldehyde Oximes †.

Authors:  Matej Baláž; Zuzana Kudličková; Mária Vilková; Ján Imrich; Ľudmila Balážová; Nina Daneu
Journal:  Molecules       Date:  2019-09-14       Impact factor: 4.411
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