Palladium-catalyzed oxidative arylating carbocyclization of allenynes

Youqian Deng; Teresa Bartholomeyzik; Andreas K Å Persson; Junliang Sun; Jan-E Bäckvall

doi:10.1002/anie.201107592

Palladium-catalyzed oxidative arylating carbocyclization of allenynes

Angew Chem Int Ed Engl. 2012 Mar 12;51(11):2703-7. doi: 10.1002/anie.201107592. Epub 2012 Jan 27.

Authors

Youqian Deng¹, Teresa Bartholomeyzik, Andreas K Å Persson, Junliang Sun, Jan-E Bäckvall

Affiliation

¹ Department of Organic Chemistry, Arrhenius Laboratory, Stockholm University, Sweden.

PMID: 22287117
DOI: 10.1002/anie.201107592

Abstract

Vinylallenes or cross-conjugated trienes are obtained selectively in the title reaction. Two possible mechanisms are suggested to rationalize the formation of the different types of products. Control experiments indicate that p-benzoquinone (BQ) plays an important role as a ligand in addition to its role as an oxidant. E=CO(2)Me.