Palladium-catalyzed cocyclotrimerization of arynes with a pyramidalized alkene

Alonso Gómez, José Miguel; Quiroga, Sabela; Codony, Sandra; Turcu, Andreea; Barniol-Xicota, Marta; Pérez, Dolores; Guitián, Enrique; Vázquez, Santiago; Peña, Diego

Palladium-catalyzed cocyclotrimerization of arynes with a pyramidalized alkene

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Official URL

https://doi.org/10.1039/C8CC03188F

Publication date

2018

Authors

Alonso Gómez, José Miguel

Quiroga, Sabela

Codony, Sandra

Turcu, Andreea

Barniol-Xicota, Marta

Publisher

Royal Society of Chemistry

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URI

https://hdl.handle.net/20.500.14352/92578

Citation

Alonso, J. M.; Quiroga, S.; Codony, S.; Turcu, A. L.; Barniol-Xicota, M.; Pérez, D.; Guitián, E.; Vázquez, S.; Peña, D. Palladium-catalyzed cocyclotrimerization of arynes with a pyramidalized alkene. Chem. Commun. 2018, 54, 5996-5999 DOI:10.1039/C8CC03188F.

Abstract

A pyramidalized alkene and diverse arynes are generated in the presence of a Pd-catalyst to afford [2+2+2] cocycloaddition products. The metal-catalyzed 2+2+2] cocycloaddition of arynes with pyramidalized alkenes is presented. The generation of a highly reactive pyramidalized alkene in the presence of a large excess of in situ-produced arynes led to the corresponding cocyclotrimerization (1 : 2)-adducts in good yields, establishing the first example of a palladium-based reaction of a pyramidalized alkene.