Carboxylate‐Directed Tandem Functionalisations of α,β‐Dihaloalkenoic Acids with 1‐Alkynes: A Straightforward Access to (<i>Z</i>)‐Configured, α,β‐Substituted γ‐Alkylidenebutenolides

Samuel Inack Ngi, Khalil Cherry, Virginie Héran, Laurent Comméiras, Jean‐Luc Parrain, Alain Duchêne, Mohamed Abarbri, Jérôme Thibonnet

Chemistry - A European Journal · 2011 · 33 citations · 62 references

Concepts

Abstract

An easy and mild copper(I)-catalysed lactonisation of readily available (E)-2,3-dihalopropenoic acid derivatives regio- and stereoselectively leads to rarely described (Z)-3-halo-5-ylidene-5H-furan-2-ones. These compounds are subsequently able to undergo classical Pd-catalysed cross-coupling reactions, providing 3-substituted and 3,4-disubstituted 5-ylidene-5H-furan-2-ones (see scheme). Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.

References

62