Microwave-Assisted and Metal-Catalyzed Coupling Reactions

Nilsson, Peter; Olofsson, Kristofer; Larhed, Mats

doi:10.1007/128_046

Cited by 112 publications

(47 citation statements)

References 155 publications

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“…[223] Maes has shown that temperature-controlled microwave heating allows the reaction time of palladium-catalyzed aryl chloride amination reactions with dialkylbiaryl phosphine ligands to be reduced to just 10 minutes with yields comparable to those obtained with conventional heating (Scheme 60). [224,225] The same authors were later able to increase the scale of these reactions in an appropriate microwave reactor.…”

Section: Development Of Reaction Conditionsmentioning

confidence: 99%

Biaryl Phosphane Ligands in Palladium‐Catalyzed Amination

2008

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Palladium-catalyzed amination of aryl halides has undergone rapid development in the last 12 years. This has been largely driven by implementation of new classes of ligands. Biaryl phosphines have proven to provide especially active catalysts in this context. This review discusses the applications that these catalysts have found in C-N cross-coupling in heterocycle synthesis, pharmaceuticals, materials science and natural product synthesis.

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Section: Development Of Reaction Conditionsmentioning

confidence: 99%

Biaryl Phosphane Ligands in Palladium‐Catalyzed Amination

2008

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“…Over the last two decades, the application of microwave radiation as a remote heating source to heterogeneous catalytic reaction systems has attracted intense interest [10][11][12]. Early work on OCM reactions using microwave heating has been conducted by Chen et al [13] using proton conductive catalysts.…”

Section: Introductionmentioning

confidence: 99%

Microwave assisted heterogeneous catalysis: effects of varying oxygen concentrations on the oxidative coupling of methane

Binghua

Lee

Sun

et al. 2009

React Kinet Catal Lett

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The oxidative coupling of methane was investigated over alumina supported La 2 O 3 /CeO 2 catalysts under microwave dielectric heating conditions at different oxygen concentrations. It was observed that, at a given temperature using microwave heating, selectivities for both ethane and ethylene were notably higher when oxygen was absent than that in oxygen/methane mixtures. The differences were attributed to the localised heating of microwave radiation resulting in temperature inhomogeneity in the catalyst bed. A simplified model was used to estimate the temperature inhomogeneity; the temperature at the centre of the catalyst bed was 85°C greater than that at the periphery when the catalyst was heated by microwaves in a gas mixture with an oxygen concentration of 12.5% (v/v), and the temperature difference was estimated to be 168°C in the absence of oxygen.

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“…Our recent reports on successful routes to BIRB 796 [13], VX-745 [14,15], UR-13756 [16] and RO3201195 [17] have all utilized microwave dielectric heating to accelerate access to compounds for study and have resulted in dramatic improvements in both the facility and eficiency of synthetic routes. The use of microwave irradiation has received increasing attention in recent years as a valuable alternative to the use of conductive heating for accelerating transformations in synthetic chemistry, medicinal chemistry and the biosciences [18][19][20][21][22][23][24]. In our recent route to RO3201195 ( FiguRe 1D) [17], we demonstrated that microwave irradiation can facilitate the rapid synthesis of a pyrazolyl ketone building block for elaboration to the target inhibitor, which exhibits oral bioavailability and high selectivity for p38 over other kinases [25].…”

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confidence: 85%

Microwave-Assisted Synthesis of a Pyrazolyl Ketone Library for Evaluation as P38 Mapk Inhibitors in Werner Syndrome Cells

et al. 2010

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(2010) Microwave-assisted synthesis of a pyrazolyl ketone library for evaluation as p38 MAPK inhibitors in Werner syndrome cells. Future Medicinal Chemistry, 2 (2). pp. 203-213. ISSN 1756-8927 This version is available from Sussex Research Online: http://sro.sussex.ac.uk/40893/ This document is made available in accordance with publisher policies and may differ from the published version or from the version of record. If you wish to cite this item you are advised to consult the publisher's version. Please see the URL above for details on accessing the published version. Copyright and reuse:Sussex Research Online is a digital repository of the research output of the University.Copyright and all moral rights to the version of the paper presented here belong to the individual author(s) and/or other copyright owners. To the extent reasonable and practicable, the material made available in SRO has been checked for eligibility before being made available.Copies of full text items generally can be reproduced, displayed or performed and given to third parties in any format or medium for personal research or study, educational, or not-for-profit purposes without prior permission or charge, provided that the authors, title and full bibliographic details are credited, a hyperlink and/or URL is given for the original metadata page and the content is not changed in any way. [6,7]. Unlike normal human ibroblasts, proliferating WS cells contain high levels of phosphorylated p38a, a stress-activated mitogenactivated protein kinase (MAPK), suggesting that WS cells undergo premature senescence by a telomere-independent mechanism [8][9][10], which synergizes with telomere-erosion processes [11]. The treatment of WS cells with the p38 inhibitor SB203580 resulted in the rescue of all of the features of accelerated replicative decline, including the short replicative lifespan, slow growth rate and altered cell morphology [8], indicating that the abbreviated life span of WS cells is linked to a stress-induced growth arrest mediated by p38a MAPK. If accelerated aging in WS is related to p38 activation and to accelerated cell aging, WS may provide a powerful model system to link cellular signaling events to the aging of mitotic tissues in vivo [12] and, thus, provides the opportunity for therapeutic intervention in the pathology of WS. 203Given the poor kinase selectivity proile of the prototypical inhibitor SB203580, as well as reported toxicity issues, we set out to prepare a number of other p38a inhibitor chemotypes (FiguRe 1) for study in WS cells. Our recent reports on successful routes to BIRB 796 [13], VX-745 [14,15], UR-13756 [16] and RO3201195 [17] have all utilized microwave dielectric heating to accelerate access to compounds for study and have resulted in dramatic improvements in both the facility and eficiency of synthetic routes. The use of microwave irradiation has received increasing attention in recent years as a valuable alternative to the use of conductive heating for accelerating transformations in synthetic c...

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Microwave-Assisted and Metal-Catalyzed Coupling Reactions

Cited by 112 publications

References 155 publications

Biaryl Phosphane Ligands in Palladium‐Catalyzed Amination

Biaryl Phosphane Ligands in Palladium‐Catalyzed Amination

Microwave assisted heterogeneous catalysis: effects of varying oxygen concentrations on the oxidative coupling of methane

Microwave-Assisted Synthesis of a Pyrazolyl Ketone Library for Evaluation as P38 Mapk Inhibitors in Werner Syndrome Cells

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