Literature DB >> 14870839

A rapid microwave protocol for Heck vinylation of aryl chlorides under air.

Gopal K Datta1, Karl S A Vallin, Mats Larhed.   

Abstract

In modern high-throughput chemistry, the overall workflow is a crucial factor and much work is devoted to speeding up the process of chemistry development. Since automated microwave-based synthesizers are known to streamline the compound production and to accelerate slow organic transformations, this technology was implemented for Heck reactions with sluggish aryl chlorides. Furthermore, homogeneous palladium-catalyzed Heck vinylations of aryl chlorides can be performed under air under optimized conditions. Based on this finding, controlled microwave heating was utilized to accelerate model reactions down to 30 min employing a mixture of ionic liquid and 1,4-dioxane as solvent.

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Year:  2003        PMID: 14870839     DOI: 10.1023/b:modi.0000006798.53091.a2

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


  19 in total

1.  Microwave-assisted high-speed chemistry: a new technique in drug discovery.

Authors:  M Larhed; A Hallberg
Journal:  Drug Discov Today       Date:  2001-04-01       Impact factor: 7.851

2.  A study of the ionic liquid mediated microwave heating of organic solvents.

Authors:  Nicholas E Leadbeater; Hanna M Torenius
Journal:  J Org Chem       Date:  2002-05-03       Impact factor: 4.354

Review 3.  High-speed combinatorial synthesis utilizing microwave irradiation.

Authors:  C Oliver Kappe
Journal:  Curr Opin Chem Biol       Date:  2002-06       Impact factor: 8.822

4.  Ionic Liquids-New "Solutions" for Transition Metal Catalysis.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  2000-11-03       Impact factor: 15.336

5.  High-speed heck reactions in ionic liquid with controlled microwave heating.

Authors:  Karl S A Vallin; Per Emilsson; Mats Larhed; Anders Hallberg
Journal:  J Org Chem       Date:  2002-08-23       Impact factor: 4.354

6.  High-speed microwave-promoted hetero-Diels-Alder reactions of 2(1H)-pyrazinones in ionic liquid doped solvents.

Authors:  Erik Van Der Eycken; Prasad Appukkuttan; Wim De Borggraeve; Wim Dehaen; Doris Dallinger; C Oliver Kappe
Journal:  J Org Chem       Date:  2002-11-01       Impact factor: 4.354

Review 7.  Microwave-accelerated homogeneous catalysis in organic chemistry.

Authors:  Mats Larhed; Christina Moberg; Anders Hallberg
Journal:  Acc Chem Res       Date:  2002-09       Impact factor: 22.384

8.  Synthesis and antiproliferative activity of unsaturated quinoline derivatives.

Authors:  G J Montgomery; P McKeown; A T McGown; D J Robins
Journal:  Anticancer Drug Des       Date:  2000-06

9.  Efficient Heck vinylation of aryl halides catalyzed by a new air-stable palladium-tetraphosphine complex.

Authors:  M Feuerstein; H Doucet; M Santelli
Journal:  J Org Chem       Date:  2001-08-24       Impact factor: 4.354

10.  New palladium carbene catalysts for the Heck reaction of aryl chlorides in ionic liquids.

Authors:  Kumaravel Selvakumar; Alexander Zapf; Matthias Beller
Journal:  Org Lett       Date:  2002-09-05       Impact factor: 6.005

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  2 in total

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Journal:  Tetrahedron Lett       Date:  2009-05-20       Impact factor: 2.415

2.  Optimization and Evaluation of 5-Styryl-Oxathiazol-2-one Mycobacterium tuberculosis Proteasome Inhibitors as Potential Antitubercular Agents.

Authors:  Francesco Russo; Johan Gising; Linda Åkerbladh; Annette K Roos; Agata Naworyta; Sherry L Mowbray; Anders Sokolowski; Ian Henderson; Torey Alling; Mai A Bailey; Megan Files; Tanya Parish; Anders Karlén; Mats Larhed
Journal:  ChemistryOpen       Date:  2015-04-17       Impact factor: 2.911

  2 in total

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