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Palladium(II)-Catalyzed Tandem Oxidative Acetoxylation/ortho C-H Activation/Carbocyclization of Arylallenes
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
2015 (English)In: Journal of the American Chemical Society, ISSN 0002-7863, E-ISSN 1520-5126, Vol. 137, no 30, 9559-9562 p.Article in journal (Refereed) Published
Abstract [en]

Herein we report an example of tandem. oxidative acetoxylation/carbocyclization of arylallenes 1 using Pd(OAc)(2). The catalytic protocol is highly selective and provides access to new C-C and C-O bonds leading to a carbocyclization. The reaction proceeds via C-H activation by Pd. Mechanistic investigations show that the C-H activation is not the rate-limiting step and indicate that the reaction proceeds via acetoxylation of the allene.

Place, publisher, year, edition, pages
American Chemical Society (ACS), 2015. Vol. 137, no 30, 9559-9562 p.
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:su:diva-120691DOI: 10.1021/jacs.5b06068ISI: 000359279500015OAI: oai:DiVA.org:su-120691DiVA: diva2:855582
Funder
EU, European Research CouncilSwedish Research CouncilBerzelii Centre EXSELENT
Available from: 2015-09-21 Created: 2015-09-15 Last updated: 2017-12-04Bibliographically approved

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Mazuela, JavierBanerjee, DebasisBäckvall, Jan-E.
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