Literature DB >> 12000275

A copper-free Sonogashira coupling reaction in ionic liquids and its application to a microflow system for efficient catalyst recycling.

Takahide Fukuyama1, Masutaka Shinmen, Satoshi Nishitani, Masaaki Sato, Ilhyong Ryu.   

Abstract

[reaction: see text] The PdCl2(PPh3)2-catalyzed Sonogashira coupling reaction, in good to high yields, was performed in an ionic liquid ([BMIm][PF6]) in the absence of a copper salt. The use of an ionic liquid allows for the facile separation and recycling of the catalyst. The application of the above reaction in a microflow system in conjunction with an IMM micromixer was also successful.

Entities:  

Year:  2002        PMID: 12000275     DOI: 10.1021/ol0257732

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


  11 in total

Review 1.  Recovery and purification of ionic liquids from solutions: a review.

Authors:  Jingjing Zhou; Hong Sui; Zhidan Jia; Ziqi Yang; Lin He; Xingang Li
Journal:  RSC Adv       Date:  2018-09-21       Impact factor: 4.036

2.  Polyionic polymers--heterogeneous media for metal nanoparticles as catalyst in Suzuki-Miyaura and Heck-Mizoroki reactions under flow conditions.

Authors:  Klaas Mennecke; Andreas Kirschning
Journal:  Beilstein J Org Chem       Date:  2009-05-08       Impact factor: 2.883

Review 3.  Fluorous Lewis acids and phase transfer catalysts.

Authors:  Chun Cai; Wen-Bin Yi; Wei Zhang; Ming-Gui Shen; Mei Hong; Li-Yan Zeng
Journal:  Mol Divers       Date:  2009-01-06       Impact factor: 2.943

4.  Koch-Haaf reaction of adamantanols in an acid-tolerant hastelloy-made microreactor.

Authors:  Takahide Fukuyama; Yu Mukai; Ilhyong Ryu
Journal:  Beilstein J Org Chem       Date:  2011-09-15       Impact factor: 2.883

5.  Homocoupling of aryl halides in flow: Space integration of lithiation and FeCl(3) promoted homocoupling.

Authors:  Aiichiro Nagaki; Yuki Uesugi; Yutaka Tomida; Jun-Ichi Yoshida
Journal:  Beilstein J Org Chem       Date:  2011-08-02       Impact factor: 2.883

6.  Practical synthesis of aryl-2-methyl-3-butyn-2-ols from aryl bromides via conventional and decarboxylative copper-free Sonogashira coupling reactions.

Authors:  Andrea Caporale; Stefano Tartaggia; Andrea Castellin; Ottorino De Lucchi
Journal:  Beilstein J Org Chem       Date:  2014-02-12       Impact factor: 2.883

7.  A Mild Aqueous Sonogashira Reaction as a Fluorescent Labeling Strategy for 5-Bromide-2'-Deoxyuridine.

Authors:  Shufang Wang; Yongxin Gao; Shigang Shen; Hui Wen; Huaqing Cui
Journal:  Molecules       Date:  2018-01-12       Impact factor: 4.411

8.  Synthesis of unsymmetrically substituted biaryls via sequential lithiation of dibromobiaryls using integrated microflow systems.

Authors:  Aiichiro Nagaki; Naofumi Takabayashi; Yutaka Tomida; Jun-ichi Yoshida
Journal:  Beilstein J Org Chem       Date:  2009-04-29       Impact factor: 2.883

9.  Radical carbonylations using a continuous microflow system.

Authors:  Takahide Fukuyama; Md Taifur Rahman; Naoya Kamata; Ilhyong Ryu
Journal:  Beilstein J Org Chem       Date:  2009-07-13       Impact factor: 2.883

10.  Ruthenium(III) chloride catalyzed acylation of alcohols, phenols, and thiols in room temperature ionic liquids.

Authors:  Zhiwen Xi; Wenyan Hao; Pingping Wang; Mingzhong Cai
Journal:  Molecules       Date:  2009-09-10       Impact factor: 4.411

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