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Carboxylate-Directed Tandem Functionalizations of α,β-Dihaloalkenoic Acids with 1-Alkynes: A Straightforward Access to (Z)-Configured, α,β-Substituted γ-Alkylidenebutenolides

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
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https://hal.archives-ouvertes.fr/hal-00738084
Contributor : Gaelle Chouraqui Connect in order to contact the contributor
Submitted on : Wednesday, October 3, 2012 - 1:32:34 PM
Last modification on : Tuesday, December 14, 2021 - 8:36:11 AM

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Samuel Inack-Ngi, Khalil Cherry, Virginie Héran, Laurent Commeiras, Jean-Luc Parrain, et al.. Carboxylate-Directed Tandem Functionalizations of α,β-Dihaloalkenoic Acids with 1-Alkynes: A Straightforward Access to (Z)-Configured, α,β-Substituted γ-Alkylidenebutenolides. Chemistry - A European Journal, Wiley-VCH Verlag, 2011, 17 (49), pp.13692-13696. ⟨10.1002/chem.201102570⟩. ⟨hal-00738084⟩

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