Issue 15, 2017

A stereoselective synthesis of (E)- or (Z)-β-arylvinyl halides via a borylative coupling/halodeborylation protocol

Abstract

A new stereoselective method for the synthesis of (E)-β-arylvinyl iodides and (E)- or (Z)-β-arylvinyl bromides from styrenes and vinyl boronates on the basis of a one-pot procedure via borylative coupling/halodeborylation is reported. Depending on the halogenating agent as well as the mode of the halodeborylation reaction, (E) or (Z) isomers are selectively formed.

Graphical abstract: A stereoselective synthesis of (E)- or (Z)-β-arylvinyl halides via a borylative coupling/halodeborylation protocol

Supplementary files

Article information

Article type
Paper
Submitted
09 Jan 2017
Accepted
07 Feb 2017
First published
07 Feb 2017
This article is Open Access
Creative Commons BY license

Org. Biomol. Chem., 2017,15, 3207-3215

A stereoselective synthesis of (E)- or (Z)-β-arylvinyl halides via a borylative coupling/halodeborylation protocol

J. Szyling, A. Franczyk, P. Pawluć, B. Marciniec and J. Walkowiak, Org. Biomol. Chem., 2017, 15, 3207 DOI: 10.1039/C7OB00054E

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