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New One-Pot Synthesis of (E)-β-Aryl Vinyl Halides from Styrenes

Piotr Pawluć, Grzegorz Hreczycho, Justyna Szudkowska, Maciej Kubicki and Bogdan Marciniec*

*Department of Organometallic Chemistry, Faculty of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, 60-780 Poznan, Poland, Email:

P. Pawluć, G. Hreczycho, J. Szudkowska, M. Kubicki, B. Marciniec, Org. Lett., 2009, 11, 3390-3393.

DOI: 10.1021/ol901233j


An efficient protocol for a highly stereoselective one-pot synthesis of (E)-β-aryl vinyl iodides and (E)-β-aryl vinyl bromides from styrenes is based on a ruthenium-catalyzed silylative coupling followed by a N-halosuccinimide-mediated halodesilylation reaction.

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Key Words

Vinyl Halides, Iodination, Bromination, NIS, NBS

ID: J54-Y2009-2360