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Chem. Commun., 2009, 7587 - 7589, DOI: 10.1039/b918358b

Palladium(II)-catalyzed coupling reactions with a chelating vinyl ether and arylboronic acids: a new Heck/Suzuki domino diarylation reaction

Alejandro Trejos, Ashkan Fardost, Samir Yahiaoui and Mats Larhed

A mild and novel palladium(II)-catalyzed domino Heck/Suzuki ,-diarylation-reduction of a dimethylaminoethyl substituted chelating vinyl ether was developed by using electron-rich arylboronic acids in combination with p-benzoquinone. Based on the preparative results, a catalytic cycle is proposed. Further, highly regioselective palladium(II)-catalyzed - or -monoarylation of the chelating vinyl ether was achieved using either a bidentate ligand or by employing ligand-less conditions.

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