Zincate‐Mediated Remote Functionalisation of p ‐Iodobenzyl Derivatives Through Metallotropy in 2‐Methyltetrahydrofuran as Key Solvent - L2CM - Laboratoire Lorrain de Chimie Moléculaire Accéder directement au contenu
Article Dans Une Revue Advanced Synthesis and Catalysis Année : 2022

Zincate‐Mediated Remote Functionalisation of p ‐Iodobenzyl Derivatives Through Metallotropy in 2‐Methyltetrahydrofuran as Key Solvent

Résumé

2-MeTHF (2-methyltetrahydrofuran) promotes the zincate-mediated remote functionalisation of p-iodobenzyl derivatives through metallotropy with a broad scope. This biosourced solvent remarkably impacted all the key elementary steps involved in the tandem reaction. The method tolerates a wide range of sensitive functionalities within the substrates as well as enolisable and activated or deactivated aromatic aldehydes as reaction partners. A challenging benzyl naphthalene derivative was even reacted through an original dearomatisation/rearomatisation/metallotropy chain.

Domaines

Chimie organique
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Dates et versions

hal-03768996 , version 1 (15-11-2022)

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Alexandre Pierret, Clément Denhez, Philippe Gros, Alexandre Vasseur. Zincate‐Mediated Remote Functionalisation of p ‐Iodobenzyl Derivatives Through Metallotropy in 2‐Methyltetrahydrofuran as Key Solvent. Advanced Synthesis and Catalysis, 2022, ⟨10.1002/adsc.202200475⟩. ⟨hal-03768996⟩
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