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Communication | Special issue | Vol 95, No. 2, 2017, pp.753-760
Published online, 29th December, 2016
DOI: 10.3987/COM-16-S(S)78
Palladium- and Norbornene-Catalyzed Synthesis of Highly Functionalized Thiophenes: The Remarkable Effect of Electron-Poor Olefins as Ligand

Nicola Della Ca’,* Elena Motti, Giovanni Maestri, and Max Malacria*

*ICSN CNRS UPR2301, 1 Av. de la Terrasse, Bat. 27, 91198 Gif s/Yvette, France


Highly functionalized heterocyclic compounds were synthesized by palladium and norbornene catalysis starting from ortho-substituted aryl iodides, aryl bromides and 3,4-ethylenedioxythiophene. The addition of methyl cinnamate to the reaction mixture was found to be crucial in order to obtain selectively the unsymmetrical product.