Evidence map›Paper›PMID 39174556›Full record

ArticleNature communications2024

Iron-catalyzed radical Markovnikov hydrohalogenation and hydroazidation of alkenes.

Jonas Elfert, Nils Lennart Frye, Isabel Rempel, Constantin Gabriel Daniliuc, Armido Studer

Abstract read
In one paragraph

Article in Nature communications, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.

0numbers the graph read from it
0cells of the map it votes in
4citing papers in PubMed
–field-weighted citation impact
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

4 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Journal of the American Chemical Society · 2025
    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

5 authors.

Jonas ElfertOrganisch-Chemisches Institut, Universität Münster, Münster, Germany.
Nils Lennart FryeOrganisch-Chemisches Institut, Universität Münster, Münster, Germany.
Isabel RempelOrganisch-Chemisches Institut, Universität Münster, Münster, Germany.
Constantin Gabriel DaniliucOrganisch-Chemisches Institut, Universität Münster, Münster, Germany.ORCID http://orcid.org/0000-0002-6709-3673
Armido StuderOrganisch-Chemisches Institut, Universität Münster, Münster, Germany. studer@uni-muenster.de.ORCID http://orcid.org/0000-0002-1706-513X

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

We herein report radical hydroazidation and hydrohalogenation of mono-, di- and trisubstituted alkenes through iron catalysis. The alkene moiety that often occurs as a functionality in natural products is readily transformed into useful building blocks through this approach. Commercially available tosylates and α-halogenated esters are used as radical trapping reagents in combination with silanes as reductants. The reported radical Markovnikov hydroazidation, hydrobromination, hydrochlorination, and hydroiodination occur under mild conditions. These hydrofunctionalizations are valuable and practical alternatives to ionic hydrohalogenations with the corresponding mineral acids that have to be run under harsher acidic conditions, which diminishes the functional group tolerance. Good to excellent diastereoselectivities can be obtained for the hydrofunctionalization of cyclic alkenes.

Identifiers

PMID39174556
PMCPMC11341871

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Registered trials

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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.