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Efficient Palladium-Catalyzed Aerobic Arylative Carbocyclization of Enallenynes
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.
Stockholm University, Faculty of Science, Department of Organic Chemistry.ORCID iD: 0000-0001-8462-4176
Number of Authors: 42018 (English)In: Angewandte Chemie International Edition, ISSN 1433-7851, E-ISSN 1521-3773, Vol. 57, no 51, p. 16842-16846Article in journal (Refereed) Published
Abstract [en]

Herein, we communicate a selective and efficient protocol for oxidative arylating carbocyclization of enallenynes using O-2 as the oxidant. The key to success for this aerobic transformation is the application of a specific electron transfer mediator (ETM), a bifunctional catalyst consisting of a metal-macrocycle and quinone moieties. This catalyst significantly facilitates the reoxidation of Pd-0 to Pd-II under atmospheric pressure of O-2. Diverse functionalized enallenynes react with aryl boronic acids to afford the corresponding cyclic tetraenes in moderate to good yields.

Place, publisher, year, edition, pages
2018. Vol. 57, no 51, p. 16842-16846
Keywords [en]
aerobic oxidation, carbocyclization, electron transfer mediator, enallenyne, palladium
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:su:diva-163676DOI: 10.1002/anie.201810501ISI: 000453348900046PubMedID: 30351460OAI: oai:DiVA.org:su-163676DiVA, id: diva2:1280348
Available from: 2019-01-18 Created: 2019-01-18 Last updated: 2019-01-18Bibliographically approved

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