Evidence map›Paper›PMID 33200917›Full record

ArticleChemical reviews2021

Decarboxylative Halogenation of Organic Compounds.

Andrii Varenikov, Evgeny Shapiro, Mark Gandelman

Open access · hybridAbstract read
In one paragraph

Article in Chemical reviews, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 55 papers.

0numbers the graph read from it
0cells of the map it votes in
55citing papers in PubMed
10.6field-weighted citation impact, top 1% of its field
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

55 citing papers in PubMed, 257 citations in OpenAlex.

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  5. Regioselective synthesis of 3-halo-2Journal of pesticide science · 2026
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  13. Journal of the American Chemical Society · 2025
    Article
  14. Ring-Opening Chlorination and Bromination of Pyrazolopyridines and Isoxazoles.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025
    Article
  15. Article
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  19. Alkene Carboxy-Alkylation via COJournal of the American Chemical Society · 2024
    Article
  20. Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

3 authors at 1 institution in 1 country.

Andrii VarenikovSchulich Faculty of Chemistry, Technion - Israel Institute of Technology, Technion City, Haifa 3200008, Israel.ORCID 0000-0001-9118-261X
Evgeny ShapiroSchulich Faculty of Chemistry, Technion - Israel Institute of Technology, Technion City, Haifa 3200008, Israel.
Mark GandelmanSchulich Faculty of Chemistry, Technion - Israel Institute of Technology, Technion City, Haifa 3200008, Israel.ORCID 0000-0002-9651-2902
Technion – Israel Institute of Technology · IL

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Decarboxylative halogenation, or halodecarboxylation, represents one of the fundamental key methods for the synthesis of ubiquitous organic halides. The method is based on conversion of carboxylic acids to the corresponding organic halides via selective cleavage of a carbon-carbon bond between the skeleton of the molecule and the carboxylic group and the liberation of carbon dioxide. In this review, we discuss and analyze major approaches for the conversion of alkanoic, alkenoic, acetylenic, and (hetero)aromatic acids to the corresponding alkyl, alkenyl, alkynyl, and (hetero)aryl halides. These methods include the preparation of families of valuable organic iodides, bromides, chlorides, and fluorides. The historic and modern methods for halodecarboxylation reactions are broadly discussed, including analysis of their advantages and drawbacks. We critically address the features, reaction selectivity, substrate scopes, and limitations of the approaches. In the available cases, mechanistic details of the reactions are presented, and the generality and uniqueness of the different mechanistic pathways are highlighted. The challenges, opportunities, and future directions in the field of decarboxylative halogenation are provided.

Identifiers

PMID33200917
PMCPMC7884003
OpenAlexW3104946871

What OpenQuestion holds

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Registered trials

None linked

Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.