Evidence map›Paper›PMID 31482639›Full record

ArticleAngewandte Chemie (International ed. in English)2019

A General Acid-Mediated Hydroaminomethylation of Unactivated Alkenes and Alkynes.

Daniel Kaiser, Veronica Tona, Carlos R Gonçalves, Saad Shaaban, Alberto Oppedisano, Nuno Maulide

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 21 papers.

0numbers the graph read from it
0cells of the map it votes in
21citing 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

21 citing papers in PubMed.

  1. Stereoselective Synthesis of Aminals Through Enzyme-Catalyzed Intermolecular C(spAngewandte Chemie (International ed. in English) · 2026
    Article
  2. Eschenmoser's salts: from design to applications in organic synthesis.Organic chemistry frontiers : an international journal of organic chemistry · 2026
    Review
  3. Article
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  13. Nutzung von elektronenarmen Iminiumintermediaten zur Synthese von wertvollen Aminen.Angewandte Chemie (Weinheim an der Bergstrasse, Germany) · 2022
    Article
  14. Article
  15. Article
  16. A Selective and General Cobalt-Catalyzed Hydroaminomethylation of Olefins to Amines.Angewandte Chemie (International ed. in English) · 2022
    Article
  17. Enantioselective Synthesis of α-Aryl-βAngewandte Chemie (International ed. in English) · 2021
    Article
  18. Article
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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

6 authors.

Daniel KaiserUniversity of Vienna, Institute of Organic Chemistry, Währinger Strasse 38, 1090, Vienna, Austria.
Veronica TonaUniversity of Vienna, Institute of Organic Chemistry, Währinger Strasse 38, 1090, Vienna, Austria.
Carlos R GonçalvesUniversity of Vienna, Institute of Organic Chemistry, Währinger Strasse 38, 1090, Vienna, Austria.
Saad ShaabanUniversity of Vienna, Institute of Organic Chemistry, Währinger Strasse 38, 1090, Vienna, Austria.
Alberto OppedisanoUniversity of Vienna, Institute of Organic Chemistry, Währinger Strasse 38, 1090, Vienna, Austria.
Nuno MaulideUniversity of Vienna, Institute of Organic Chemistry, Währinger Strasse 38, 1090, Vienna, Austria.ORCID http://orcid.org/0000-0003-3643-0718

Funding

Austrian Science Fund P30226H2020 European Research Council 682002Österreichischen Akademie der Wissenschaften DOC Stipendium
6 · The paper itself

Abstract

In comparison to the extensively studied metal-catalyzed hydroamination reaction, hydroaminomethylation has received significantly less attention despite its considerable potential to streamline amine synthesis. State-of-the-art protocols for hydroaminomethylation of alkenes rely largely on transition-metal catalysis, enabling this transformation only under highly designed and controlled conditions. Here we report a broadly applicable, acid-mediated approach to the hydroaminomethylation of unactivated alkenes and alkynes. This methodology employs cheap, readily available, and bench-stable reactants and affords the desired amines with excellent functional group tolerance and impeccable regioselectivity. The broad scope of this transformation, as well as mechanistic investigations and in situ domino functionalization reactions are reported.

Indexed as

amineshydroaminoalkylationhydroaminomethylation

Identifiers

PMID31482639
PMCPMC6790944

What OpenQuestion holds

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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.