Literature DB >> 14572282

Efficient and general protocol for the copper-free sonogashira coupling of aryl bromides at room temperature.

Arash Soheili1, Jennifer Albaneze-Walker, Jerry A Murry, Peter G Dormer, David L Hughes.   

Abstract

[reaction: see text]. A mild and general protocol for the copper-free Sonogashira coupling of aryl bromides with acetylenes has been developed. The use of (AllylPdCl)2 and P(t-Bu)3 provides the active Pd(0) catalyst that allows subsequent coupling of various alkynes at room temperature with good to excellent yields.

Entities:  

Year:  2003        PMID： 14572282     DOI： 10.1021/ol035632f

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


  7 in total

1.  Pd/C-catalyzed, copper-free Sonogashira coupling: one-pot synthesis of 1-aryl-4-(2-phenylethynyl)[1,2,4]triazolo[4,3-a]quinoxalines in water.

Authors:  Mohammad Bakherad; Saeideh Jajarmi
Journal:  Monatsh Chem       Date:  2013-02-14       Impact factor: 1.451

2.  Efficient Pd-catalyzed coupling of tautomerizable heterocycles with terminal alkynes via C-OH bond activation using PyBrOP.

Authors:  Ce Shi; Courtney C Aldrich
Journal:  Org Lett       Date:  2010-05-21       Impact factor: 6.005

3.  Synthesis and Biological Evaluation of Kibdelone C and Its Simplified Derivatives.

Authors:  Janjira Rujirawanich; Soyeon Kim; Ai-Jun Ma; John R Butler; Yizhong Wang; Chao Wang; Michael Rosen; Bruce Posner; Deepak Nijhawan; Joseph M Ready
Journal:  J Am Chem Soc       Date:  2016-08-09       Impact factor: 15.419

4.  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

Review 5.  Prospects and Applications of Palladium Nanoparticles in the Cross-coupling of (hetero)aryl Halides and Related Analogues.

Authors:  Jude I Ayogu; Efeturi A Onoabedje
Journal:  ChemistryOpen       Date:  2021-02-15       Impact factor: 2.630

6.  Mechanism of copper-free Sonogashira reaction operates through palladium-palladium transmetallation.

Authors:  Martin Gazvoda; Miha Virant; Balazs Pinter; Janez Košmrlj
Journal:  Nat Commun       Date:  2018-11-16       Impact factor: 14.919

7.  One-Pot Iridium Catalyzed C-H Borylation/Sonogashira Cross-Coupling: Access to Borylated Aryl Alkynes.

Authors:  Ghayoor A Chotana; Jose R Montero Bastidas; Susanne L Miller; Milton R Smith; Robert E Maleczka
Journal:  Molecules       Date:  2020-04-10       Impact factor: 4.411
  7 in total

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