ArticleNature communications2020
Taking electrodecarboxylative etherification beyond Hofer-Moest using a radical C-O coupling strategy.
Article in Nature communications, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
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Who cites it
12 citing papers in PubMed, 53 citations in OpenAlex.
- Article
- Review
- Paired Pulsed Decarboxylative Hydroxylation Designed by Online Electrochemistry-Mass Spectrometry.Journal of the American Chemical Society · 2025Article
- A General Strategy for C(spAdvanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025Article
- Highly-Selective Electrochemical Decarboxylative Late-Stage Functionalization of Amino Acids.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- Anion intercalation enables efficient and stable carboxylate upgrading via aqueous non-Kolbe electrolysis.Nature communications · 2025Article
- Electrifying Friedel-Crafts Intramolecular Alkylation toward 1,1-Disubstituted Tetrahydronaphthalenes.The Journal of organic chemistry · 2023Article
- Wireless Electrochemical Reactor for Accelerated Exploratory Study of Electroorganic Synthesis.ACS central science · 2023Article
- C-H Fluoromethoxylation of Arenes by Photoredox Catalysis.Angewandte Chemie (International ed. in English) · 2023Article
- Mechanistic Aspects of the Electrochemical Oxidation of Aliphatic Amines and Aniline Derivatives.Molecules (Basel, Switzerland) · 2023Review
- Catalyst-controlled functionalization of carboxylic acids by electrooxidation of self-assembled carboxyl monolayers.Nature communications · 2022Article
- Transition-metal-free decarboxylative thiolation of stable aliphatic carboxylates.RSC advances · 2021Article
Corrections and comments
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Authors and funding
5 authors at 1 institution in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Established electrodecarboxylative etherification protocols are based on Hofer-Moest-type reaction pathways. An oxidative decarboxylation gives rise to radicals, which are further oxidised to carbocations. This is possible only for benzylic or otherwise stabilised substrates. Here, we report the electrodecarboxylative radical-radical coupling of lithium alkylcarboxylates with 1-hydroxybenzotriazole at platinum electrodes in methanol/pyridine to afford alkyl benzotriazole ethers. The substrate scope of this electrochemical radical coupling extends to primary and secondary alkylcarboxylates. The benzotriazole products easily undergo reductive cleavage to the alcohols. They can also serve as synthetic hubs to access a wide variety of functional groups. This reaction prototype demonstrates that electrodecarboxylative C-O bond formation can be taken beyond the intrinsic substrate limitations of Hofer-Moest mechanisms.
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Registered trials
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