Palladium-Catalyzed Oxidative Arylating Carbocyclization of Allenynes: Control of Selectivity and Role of H2O
2014 (English)In: Angewandte Chemie International Edition, ISSN 1433-7851, E-ISSN 1521-3773, Vol. 53, no 33, 8696-8699 p.Article in journal (Refereed) Published
Highly selective protocols for the carbocyclization/arylation of allenynes using arylboronic acids are reported. Arylated vinylallenes are obtained with the use of BF3 center dot Et2O as an additive, whereas addition of water leads to arylated trienes. These conditions provide the respective products with excellent selectivities (generally > 97:3) for a range of boronic acids and different allenynes. It has been revealed that water plays a crucial role for the product distribution.
Place, publisher, year, edition, pages
Weinheim: Wiley-VCH Verlag GmbH & Co. KGaA , 2014. Vol. 53, no 33, 8696-8699 p.
allenes, boronic acids, cyclization, oxidation, palladium
Chemical Sciences Organic Chemistry
IdentifiersURN: urn:nbn:se:su:diva-107580DOI: 10.1002/anie.201404264ISI: 000340523500025OAI: oai:DiVA.org:su-107580DiVA: diva2:748656
FunderKnut and Alice Wallenberg FoundationEU, European Research CouncilSwedish Research CouncilBerzelii Centre EXSELENTThe Wenner-Gren Foundation