Zincate‐Mediated Remote Functionalisation of p‐Iodobenzyl Derivatives Through Metallotropy in 2‐Methyltetrahydrofuran as Key Solvent. Issue 22 (25th August 2022)

• Record Type: Journal Article
• Authors: Pierret, Alexandre; Denhez, Clément; Gros, Philippe C.; Vasseur, Alexandre
• Is Part Of: Advanced synthesis & catalysis. Volume 364:Issue 22(2022)
• Page Start: 3805
• Page End: 3816
• Publication Date: 2022-08-25
• Subjects: Zincate -- Green solvent -- Remote functionalisation -- metallotropy -- metal-shift; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202200475
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: 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. Abstract :