Literature DB >> 19422248

Indium-catalyzed highly efficient three-component coupling of aldehyde, alkyne, and amine via C-H bond activation.

Yicheng Zhang1, Pinhua Li, Min Wang, Lei Wang.   

Abstract

In this paper, indium(III) chloride was found to be a highly effective catalyst for the three-component coupling reactions of aldehydes, alkynes, and amines (A(3)-coupling) via C-H activation. The reactions could be applied to both aromatic and aliphatic aldehydes and alkynes. Nearly quantitative yields of the desired products were obtained in most cases. No cocatalyst or activator is required, and water is the only byproduct in the reactions. Furthermore, a tentative mechanism of the InCl(3)-catalyzed one-pot, three-component coupling of aldehyde, alkyne, and amine is proposed.

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Year:  2009        PMID: 19422248     DOI: 10.1021/jo900507v

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


  7 in total

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Journal:  Angew Chem Int Ed Engl       Date:  2010-04-01       Impact factor: 15.336

2.  Efficient and General Synthesis of 3-Aminoindolines and 3-Aminoindoles via Copper-Catalyzed Three Component Coupling Reaction.

Authors:  Dmitri Chernyak; Natalia Chernyak; Vladimir Gevorgyan
Journal:  Adv Synth Catal       Date:  2010-04-19       Impact factor: 5.837

3.  Microwave-assisted one-pot multi-component reaction: synthesis of novel and highly functionalized 3-(pyranyl)- and 3-(dihydropyridinyl)indole derivatives.

Authors:  Pallabi Borah; P Seetham Naidu; Swarup Majumder; Pulak J Bhuyan
Journal:  Mol Divers       Date:  2014-07-11       Impact factor: 2.943

4.  Au3+/Au⁰ Supported on Chromium(III) Terephthalate Metal Organic Framework (MIL-101) as an Efficient Heterogeneous Catalystfor Three-Component Coupling Synthesis of Propargylamines.

Authors:  Lili Liu; Xishi Tai; Xiaojing Zhou
Journal:  Materials (Basel)       Date:  2017-01-25       Impact factor: 3.623

5.  ZnCl2 loaded TiO2 nanomaterial: an efficient green catalyst to one-pot solvent-free synthesis of propargylamines.

Authors:  Digambar B Bankar; Ranjit R Hawaldar; Sudhir S Arbuj; Mansur H Moulavi; Santosh T Shinde; Shrikant P Takle; Manish D Shinde; Dinesh P Amalnerkar; Kaluram G Kanade
Journal:  RSC Adv       Date:  2019-10-14       Impact factor: 4.036

6.  A multifunctional use of bis(methylene)bis(5-bromo-2-hydroxyl salicyloylhydrazone): from metal sensing to ambient catalysis of A3 coupling reactions.

Authors:  Krisana Peewasan; Marcel P Merkel; Olaf Fuhr; Christopher E Anson; Annie K Powell
Journal:  RSC Adv       Date:  2020-11-09       Impact factor: 4.036

7.  Immobilized Gold Nanoparticles Prepared from Gold(III)-Containing Ionic Liquids on Silica: Application to the Sustainable Synthesis of Propargylamines.

Authors:  Raquel Soengas; Yolanda Navarro; María José Iglesias; Fernando López-Ortiz
Journal:  Molecules       Date:  2018-11-14       Impact factor: 4.411

  7 in total

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