Literature DB >> 12153239

A general method for the formation of aryl-sulfur bonds using copper(I) catalysts.

Craig G Bates1, Rattan K Gujadhur, D Venkataraman.   

Abstract

[reaction: see text] We report a mild, palladium-free synthetic protocol for the cross-coupling reaction of aryl iodides and thiols using 10 mol % CuI and 10 mol % neocuproine, with NaOt-Bu as the base, in toluene at 110 degrees C. Using this protocol, we have shown that a variety of aryl sulfides can be synthesized in excellent yields from readily available iodides and thiols.

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Year:  2002        PMID: 12153239     DOI: 10.1021/ol0264105

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


  16 in total

1.  Copper Mediated Coupling of 2-(Piperazine)-pyrimidine Iodides with Aryl Thiols using Cu(I)Thiophene-2-carboxylate.

Authors:  Liza Shrestha; Hardik J Patel; Yanlong Kang; Sahil Sharma; Gabriela Chiosis; Tony Taldone
Journal:  Tetrahedron Lett       Date:  2017-10-23       Impact factor: 2.415

2.  Synthesis and structure-activity relationship studies of HIV-1 virion infectivity factor (Vif) inhibitors that block viral replication.

Authors:  Akbar Ali; Jinhua Wang; Robin S Nathans; Hong Cao; Natalia Sharova; Mario Stevenson; Tariq M Rana
Journal:  ChemMedChem       Date:  2012-05-03       Impact factor: 3.466

3.  Iridium-catalyzed asymmetric ring-opening reactions of oxabicyclic alkenes with secondary amine nucleophiles.

Authors:  Dingqiao Yang; Ping Hu; Yuhua Long; Yujuan Wu; Heping Zeng; Hui Wang; Xiongjun Zuo
Journal:  Beilstein J Org Chem       Date:  2009-10-09       Impact factor: 2.883

4.  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

5.  Resting state and elementary steps of the coupling of aryl halides with thiols catalyzed by alkylbisphosphine complexes of palladium.

Authors:  Elsa Alvaro; John F Hartwig
Journal:  J Am Chem Soc       Date:  2009-06-10       Impact factor: 15.419

6.  A diaryl sulfide, sulfoxide, and sulfone bearing structural similarities to combretastatin A-4.

Authors:  Euzébio G Barbosa; Luis A S Bega; Adilson Beatriz; Taradas Sarkar; Ernest Hamel; Marcos S do Amaral; Dênis Pires de Lima
Journal:  Eur J Med Chem       Date:  2008-12-25       Impact factor: 6.514

7.  Synthesis and evaluation of diaryl sulfides and diaryl selenide compounds for antitubulin and cytotoxic activity.

Authors:  Edson dos A dos Santos; Ernest Hamel; Ruoli Bai; James C Burnett; Camila Santos Suniga Tozatti; Danielle Bogo; Renata T Perdomo; Alexandra M M Antunes; M Matilde Marques; Maria de F C Matos; Dênis P de Lima
Journal:  Bioorg Med Chem Lett       Date:  2013-06-12       Impact factor: 2.823

8.  SYNTHESIS AND BIOLOGICAL ACTIVITY OF SULFUR COMPOUNDS SHOWING STRUCTURAL ANALOGY WITH COMBRETASTATIN A-4.

Authors:  Edson Dos A Dos Santos; Paulo C Prado; Wanderley R de Carvalho; Ricardo V de Lima; Adilson Beatriz E; Dênis P de Lima; Ernest Hamel; Marzena A Dyba; Sergio Albuquerque
Journal:  Quim Nova       Date:  2013-02-01       Impact factor: 0.961

9.  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

10.  Flat corannulene: when a transition state becomes a stable molecule.

Authors:  Ephrath Solel; Doron Pappo; Ofer Reany; Tom Mejuch; Renana Gershoni-Poranne; Mark Botoshansky; Amnon Stanger; Ehud Keinan
Journal:  Chem Sci       Date:  2020-10-22       Impact factor: 9.825

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