Literature DB >> 17385763

Simple and efficient recyclable catalytic system for performing copper-catalysed S-arylation reactions in the presence of water.

Mónica Carril1, Raul SanMartin, Esther Domínguez, Imanol Tellitu.   

Abstract

A novel protocol for the copper-catalysed S-arylation of thiophenol derivatives with aryl halides leading to diaryl sulfides is reported. The reactions were catalysed by a combination of a copper salt and a 1,2-diamine derivative (acting both as the ligand and as the base) using exclusively water as the solvent. The recovery and successful reutilisation of the aqueous medium containing the active catalyst is described. Furthermore, one example of a "one-pot" process involving Br/I exchange of an aryl bromide and further S-arylation is presented.

Entities:  

Year:  2007        PMID: 17385763     DOI: 10.1002/chem.200601737

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  9 in total

1.  One-pot synthesis of unsymmetrical diaryl thioethers by palladium-catalyzed coupling of two aryl bromides and a thiol surrogate.

Authors:  Manuel A Fernández-Rodríguez; John F Hartwig
Journal:  Chemistry       Date:  2010-02-22       Impact factor: 5.236

2.  Synthesis of Copper(I) Thiolate Complexes in the Thioetherification of Aryl Halides.

Authors:  Chaohuang Chen; Zhiqiang Weng; John F Hartwig
Journal:  Organometallics       Date:  2012-10-04       Impact factor: 3.876

Review 3.  Organic synthesis "on water".

Authors:  Arani Chanda; Valery V Fokin
Journal:  Chem Rev       Date:  2009-02       Impact factor: 60.622

4.  A general, efficient, and functional-group-tolerant catalyst system for the palladium-catalyzed thioetherification of aryl bromides and iodides.

Authors:  Manuel A Fernández-Rodríguez; John F Hartwig
Journal:  J Org Chem       Date:  2009-02-20       Impact factor: 4.354

5.  Palladium nanoparticles immobilized on a nano-silica triazine dendritic polymer: a recyclable and sustainable nanoreactor for C-S cross-coupling.

Authors:  Amir Landarani-Isfahani; Iraj Mohammadpoor-Baltork; Valiollah Mirkhani; Majid Moghadam; Shahram Tangestaninejad; Hadi Amiri Rudbari
Journal:  RSC Adv       Date:  2020-06-03       Impact factor: 4.036

6.  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

7.  CuO hollow nanosphere-catalyzed cross-coupling of aryl iodides with thiols.

Authors:  Hyunje Woo; Balaji Mohan; Eunjung Heo; Ji Chan Park; Hyunjoon Song; Kang Hyun Park
Journal:  Nanoscale Res Lett       Date:  2013-09-17       Impact factor: 4.703

8.  An efficient heterogeneous catalyst (CuO@ARF) for on-water C-S coupling reaction: an application to the synthesis of phenothiazine structural scaffold.

Authors:  Debasish Sengupta; Basudeb Basu
Journal:  Org Med Chem Lett       Date:  2014-12-29

Review 9.  Metal-Mediated Halogen Exchange in Aryl and Vinyl Halides: A Review.

Authors:  Gwilherm Evano; Antoine Nitelet; Pierre Thilmany; Damien F Dewez
Journal:  Front Chem       Date:  2018-04-26       Impact factor: 5.221

  9 in total

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