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

Jakub Szyling, Adrian Franczyk, Piotr Pawluć, Bogdan Marciniec, Jędrzej Walkowiak

Organic & Biomolecular Chemistry · 2017 · 29 citations · 42 references

DOIFull text

Open access

Concepts

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.

References

42