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Aerobic Double Dehydrogenative Cross Coupling between Cyclic Saturated Ketones and Simple Arenes
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Number of Authors: 2
2014 (English)In: Chemistry - A European Journal, ISSN 0947-6539, E-ISSN 1521-3765, Vol. 20, no 20, 5890-5894 p.Article in journal (Refereed) Published
Abstract [en]

The synthesis of 3-aryl-2-cyclohexenones is a topic of current interest as they are not only privileged structures in bioactive molecules, but they are also relevant feedstocks for the synthesis of substituted phenols or anilines, which are ubiquitous structural elements both in drug design and medicinal chemistry. A simple and sustainable one-pot aerobic double dehydrogenative reaction under mild conditions for the introduction of arenes in the -position of cyclic ketones has been developed. Starting from the corresponding saturated ketone, this reaction sequence proceeds under relatively low Pd catalyst loading and involves catalytic amounts of electron-transfer mediators (ETMs) under ambient oxygen pressure.

Place, publisher, year, edition, pages
Wiley-VCH Verlagsgesellschaft, 2014. Vol. 20, no 20, 5890-5894 p.
Keyword [en]
aerobic oxidation, biomimetic cross-coupling, C-H activation, double dehydrogenation, synthetic methods
National Category
Organic Chemistry
URN: urn:nbn:se:su:diva-105202DOI: 10.1002/chem.201402063ISI: 000335433500005OAI: diva2:732423
EU, European Research Council, 247014Knut and Alice Wallenberg Foundation


Available from: 2014-07-04 Created: 2014-06-24 Last updated: 2016-04-11Bibliographically approved

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Gigant, NicolasBäckvall, Jan-Erling
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