Literature DB >> 33978897

Supported Cu(II)-Schiff base: novel heterogeneous catalyst with extremely high activity for eco-friendly, one-pot and multi-component C-S bond-forming reaction toward a wide range of thioethers as biologically active cores.

Pezhman Shiri1,2, Ali Mohammad Amani3,4, Jasem Aboonajmi5.   

Abstract

An effective and proficient process for the synthesis of a variety of thioethers via the one-step reaction of benzyl halides, aryl halides, and thiourea is presented. This strategy is a one-pot procedure to achieve a variety of thioethers without the requirement to thiols as starting compounds. A range of thioethers containing electron donating/electron-withdrawing functional groups were obtained with good to excellent yields under mild conditions. Moreover, the nanocatalyst exhibited excellent recyclability for the reaction, making it more sustainable. One-pot and multi-component synthesis, high yields of final products, green reaction media, high activity of nanocatalyst, simple separation of the products and catalyst, and high regioselectivity are several highlights of this method.
© 2021. The Author(s), under exclusive licence to Springer Nature Switzerland AG.

Entities:  

Keywords:  Cu(II)-complex; C–S Bond-forming reaction; Green media; Odorless intermediates; One pot; Thioether

Mesh:

Substances:

Year:  2021        PMID: 33978897     DOI: 10.1007/s11030-021-10227-1

Source DB:  PubMed          Journal:  Mol Divers        ISSN: 1381-1991            Impact factor:   2.943


  12 in total

Review 1.  Multi-component reactions and evolutionary chemistry.

Authors:  Lutz Weber
Journal:  Drug Discov Today       Date:  2002-01-15       Impact factor: 7.851

2.  The asymmetric intramolecular Heck reaction in natural product total synthesis.

Authors:  Amy B Dounay; Larry E Overman
Journal:  Chem Rev       Date:  2003-08       Impact factor: 60.622

3.  A general, efficient, and inexpensive catalyst system for the coupling of aryl iodides and thiols.

Authors:  Fuk Yee Kwong; Stephen L Buchwald
Journal:  Org Lett       Date:  2002-10-03       Impact factor: 6.005

4.  Iron-catalyzed selective biaryl coupling: remarkable suppression of homocoupling by the fluoride anion.

Authors:  Takuji Hatakeyama; Masaharu Nakamura
Journal:  J Am Chem Soc       Date:  2007-07-21       Impact factor: 15.419

Review 5.  Multicomponent reactions - opportunities for the pharmaceutical industry.

Authors:  Eelco Ruijter; Romano V A Orru
Journal:  Drug Discov Today Technol       Date:  2013

6.  Cobalt-catalyzed aryl-sulfur bond formation.

Authors:  Ying-Chieh Wong; Thiruvellore Thatai Jayanth; Chien-Hong Cheng
Journal:  Org Lett       Date:  2006-11-23       Impact factor: 6.005

7.  Synthesis of Air-stable, Odorless Thiophenol Surrogates via Ni-Catalyzed C-S Cross-Coupling.

Authors:  Valentin Magné; Liam T Ball
Journal:  Chemistry       Date:  2019-06-03       Impact factor: 5.236

8.  Multicomponent Hetero-[4 + 2] Cycloaddition/Allylboration Reaction: From Natural Product Synthesis to Drug Discovery.

Authors:  Dennis G Hall; Taras Rybak; Tristan Verdelet
Journal:  Acc Chem Res       Date:  2016-10-18       Impact factor: 22.384

9.  Nano indium oxide as a recyclable catalyst for C-S cross-coupling of thiols with aryl halides under ligand free conditions.

Authors:  Vutukuri Prakash Reddy; Akkilagunta Vijay Kumar; Kokkirala Swapna; Kakulapati Rama Rao
Journal:  Org Lett       Date:  2009-04-16       Impact factor: 6.005

10.  Environmentally benign approach towards C-S cross-coupling reaction by organo-copper(II) complex.

Authors:  Rabindranath Singha; Sailesh Chettri; Dhiraj Brahman; Biswajit Sinha; Pranab Ghosh
Journal:  Mol Divers       Date:  2021-01-03       Impact factor: 2.943

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  1 in total

1.  A Quick Access to Structurally Diverse Triazoloquinazoline Heterocycles via the MIL-101(Cr)-Catalyzed One-Pot Multi-Component Reaction of a Series of Benzaldehydes, Dimedone, and 1H-1,2,4-Triazol-3-Amine Under Green Conditions.

Authors:  Pezhman Shiri; Esmaeil Niknam; Jasem Aboonajmi; Ali Khalafi-Nezhad; Ali Mohammad Amani
Journal:  Front Chem       Date:  2022-07-25       Impact factor: 5.545

  1 in total

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