Literature DB >> 14870838

Arylboronic acids as versatile coupling partners in fast microwave promoted oxidative Heck chemistry.

Murugaiah M S Andappan1, Peter Nilsson, Mats Larhed.   

Abstract

The useful and selective reactivity of arylboronic acids makes them favourite building blocks for many modern organic chemistry applications like the metal-mediated formation of C-C, C-O, C-N, and C-S bonds. This report describes oxidative Heck coupling reactions of arylboronic acids and olefins, which were conveniently and rapidly (5-30 min) carried out under air with temperature-controlled microwave heating. Different reaction conditions were investigated with regard to both microwave heating capability and chemical productivity. Copper(II) acetate was identified as a microwave compatible reoxidant of Pd(0). The scope and limitations of this high-speed chemistry protocol with diverse olefins and organoboronic acids are discussed.

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Year:  2003        PMID: 14870838     DOI: 10.1023/b:modi.0000006803.99656.8c

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


  24 in total

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2.  Rhodium-catalyzed coupling reactions of arylboronic acids to olefins in aqueous media.

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

Authors:  M Feuerstein; H Doucet; M Santelli
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Authors:  Richard S Gordon; Andrew B Holmes
Journal:  Chem Commun (Camb)       Date:  2002-03-21       Impact factor: 6.222

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  4 in total

1.  Transmetallation versus β-hydride elimination: the role of 1,4-benzoquinone in chelation-controlled arylation reactions with arylboronic acids.

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3.  Palladium(II)/cationic 2,2'-bipyridyl system as a highly efficient and reusable catalyst for the Mizoroki-Heck reaction in water.

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Journal:  Molecules       Date:  2010-01-12       Impact factor: 4.411

4.  Oxidative Heck Reactions using Aryltrifluoroborates and Aryl N-Methyliminodiacetic Acid (MIDA) Boronates.

Authors:  Jonas Sävmarker; Jonas Lindh; Peter Nilsson; Per J R Sjöberg; Mats Larhed
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  4 in total

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