Palladium-catalyzed oxidative arylating carbocyclization of allenynes: control of selectivity and role of H₂O.

Abstract

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 >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.

DOI: 10.1002/anie.201404264

Cite this paper

@article{Bartholomeyzik2014PalladiumcatalyzedOA, title={Palladium-catalyzed oxidative arylating carbocyclization of allenynes: control of selectivity and role of H₂O.}, author={Teresa Bartholomeyzik and Javier Mazuela and Robert Pendrill and Youqian Deng and Jan-E B{\"a}ckvall}, journal={Angewandte Chemie}, year={2014}, volume={53 33}, pages={8696-9} }