New one-pot synthesis of (E)-beta-aryl vinyl halides from styrenes

Piotr Pawluć; Grzegorz Hreczycho; Justyna Szudkowska; Maciej Kubicki; Bogdan Marciniec

doi:10.1021/ol901233j

New one-pot synthesis of (E)-beta-aryl vinyl halides from styrenes

Org Lett. 2009 Aug 6;11(15):3390-3. doi: 10.1021/ol901233j.

Authors

Piotr Pawluć¹, Grzegorz Hreczycho, Justyna Szudkowska, Maciej Kubicki, Bogdan Marciniec

Affiliation

¹ Department of Organometallic Chemistry, Faculty of Chemistry, Adam Mickiewicz University, Grunwaldzka 6, 60-780 Poznan, Poland.

PMID: 19572730
DOI: 10.1021/ol901233j

Abstract

A new, efficient protocol for the highly stereoselective one-pot synthesis of (E)-beta-aryl vinyl iodides and (E)-beta-aryl vinyl bromides from styrenes based on sequential ruthenium-catalyzed silylative coupling-N-halosuccinimide-mediated halodesilylation reactions is reported.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Iodides / chemical synthesis*
Iodides / chemistry
Ruthenium / chemistry*
Stereoisomerism
Styrenes / chemistry*
Vinyl Compounds / chemical synthesis*
Vinyl Compounds / chemistry

Substances

Iodides
Styrenes
Vinyl Compounds
Ruthenium
vinyl bromide