ArticleChemical science2018
Transition-metal-free decarboxylative bromination of aromatic carboxylic acids.
Article in Chemical science, 2018. 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, 59 citations in OpenAlex.
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- Late-Stage Carbon-14 Labeling and Isotope Exchange: Emerging Opportunities and Future Challenges.JACS Au · 2022Review
- A Unified Approach to Decarboxylative Halogenation of (Hetero)aryl Carboxylic Acids.Journal of the American Chemical Society · 2022Article
- Triarylmethanes and their Medium-Ring Analogues by Unactivated Truce-Smiles Rearrangement of Benzanilides.Angewandte Chemie (International ed. in English) · 2021Article
- Decarboxylative Halogenation of Organic Compounds.Chemical reviews · 2021Article
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- Synthesis of mono- and dimethoxylated polychlorinated biphenyl derivatives starting from fluoroarene derivatives.Environmental science and pollution research international · 2020Article
- Concerted Nucleophilic Aromatic Substitution Reactions.Angewandte Chemie (International ed. in English) · 2019Review
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Authors and funding
4 authors at 1 institution in 2 countries.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Methods for the conversion of aliphatic acids to alkyl halides have progressed significantly over the past century, however, the analogous decarboxylative bromination of aromatic acids has remained a longstanding challenge. The development of efficient methods for the synthesis of aryl bromides is of great importance as they are versatile reagents in synthesis and are present in many functional molecules. Herein we report a transition metal-free decarboxylative bromination of aromatic acids. The reaction is applicable to many electron-rich aromatic and heteroaromatic acids which have previously proved poor substrates for Hunsdiecker-type reactions. In addition, our preliminary mechanistic study suggests that radical intermediates are not involved in this reaction, which is in contrast to classical Hunsdiecker-type reactivity. Overall, the process demonstrates a useful method for producing valuable reagents from inexpensive and abundant starting materials.
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Registered trials
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