Palladium‐Catalyzed Oxidative Arylating Carbocyclization of Allenynes: Control of Selectivity and Role of H2O1. (30th June 2014)

• Record Type: Journal Article
• Authors: Bartholomeyzik, Teresa; Mazuela, Javier; Pendrill, Robert; Deng, Youqian; Bäckvall, Jan‐E.
• Is Part Of: Angewandte Chemie. Volume 126:Number 33(2014)
• Page Start: 8840
• Page End: 8843
• Publication Date: 2014-06-30
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/ange.201404264
• Languages: English
• ISSNs: 0044-8249

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>Highly selective protocols for the carbocyclization/arylation of allenynes using arylboronic acids are reported. Arylated vinylallenes are obtained with the use of BF₃⋅Et₂O as an additive, whereas addition of water leads to arylated trienes. These conditions provide the respective products with excellent selectivities (generally &gt;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.</p> </abstract>