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Lateral lithiation in deep eutectic solvents: regioselective functionalization of substituted toluene derivatives

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Abstract

The heteroatom-directed lateral lithiation of functionalized toluenes in a choline chloride-based eutectic mixture is reported. The metalations proceed within ultrafast reaction times, with a broad substrate and electrophile scope. The directing groups provide a rapid and high regioselective access to functionalized aromatic derivatives of remarkable synthetic value.

Graphical abstract: Lateral lithiation in deep eutectic solvents: regioselective functionalization of substituted toluene derivatives

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Article information


Submitted
21 Jan 2020
Accepted
04 Feb 2020
First published
04 Feb 2020

Chem. Commun., 2020, Advance Article
Article type
Communication

Lateral lithiation in deep eutectic solvents: regioselective functionalization of substituted toluene derivatives

D. Arnodo, S. Ghinato, S. Nejrotti, M. Blangetti and C. Prandi, Chem. Commun., 2020, Advance Article , DOI: 10.1039/D0CC00593B

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