Evidence map›Paper›PMID 30588808›Full record

ArticleThe Journal of organic chemistry2019

Copper-Catalyzed Modular Amino Oxygenation of Alkenes: Access to Diverse 1,2-Amino Oxygen-Containing Skeletons.

Brett N Hemric, Andy W Chen, Qiu Wang

Abstract read
In one paragraph

Article in The Journal of organic chemistry, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.

0numbers the graph read from it
0cells of the map it votes in
17citing 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

17 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Article
  5. Article
  6. Copper-catalyzed generation of nitrogen-centered radicals and reactions thereof.ARKIVOC : free online journal of organic chemistry · 2024
    Article
  7. Development of New Reactions Driven by N-O Bond Cleavage: fromSynlett : accounts and rapid communications in synthetic organic chemistry · 2023
    Article
  8. Article
  9. Pd-Catalyzed Alkene Diamination Reactions withThe Journal of organic chemistry · 2021
    Article
  10. Article
  11. Article
  12. Halonium Catalysis: An Underutilized and Underexplored Catalytic Concept in Olefin Functionalizations.Synlett : accounts and rapid communications in synthetic organic chemistry · 2021
    Article
  13. Article
  14. Article
  15. AlkeneOrganic letters · 2020
    Article
  16. Iron-Mediated Electrophilic Amination of Organozinc Halides using Organic Azides.Angewandte Chemie (International ed. in English) · 2020
    Article
  17. 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.

Brett N HemricDepartment of Chemistry , Duke University , Durham , North Carolina 27708 , United States.
Andy W ChenDepartment of Chemistry , Duke University , Durham , North Carolina 27708 , United States.
Qiu WangDepartment of Chemistry , Duke University , Durham , North Carolina 27708 , United States.ORCID 0000-0002-6803-9556

Funding

New Methods for the Synthesis and Study of Bioactive Nitrogen-Containing MoleculesR01GM118786 · NIGMS · DUKE UNIVERSITY · PI WANG, QIU · 2017 to 2024
$2.6M
NIGMS NIH HHS R01 GM118786
6 · The paper itself

Abstract

Copper-catalyzed alkene amino oxygenation reactions using O-acylhydroxylamines have been achieved for a rapid and modular access to diverse 1,2-amino oxygen-containing molecules. This transformation is applicable to the use of alcohols, carbonyls, oximes, and thio-carboxylic acids as nucleophiles on both terminal and internal alkenes. Mild reaction conditions tolerate a wide range of functional groups, including ether, ester, amide, carbamate, and halide. The reaction protocol allows for starting with free amines as the precursor of O-benzoylhydroxylamines to eliminate their isolation and purification, contributing to broader synthetic utilities. Mechanistic investigations reveal the amino oxygenation reactions may involve distinct pathways, depending on different oxygen nucleophiles.

Indexed as

AlcoholsAlkenesAmidesAminesCatalysisCopperOxygenAlcoholsAlkenesAmidesAminesCopperOxygen

Identifiers

PMID30588808
PMCPMC6830065

What OpenQuestion holds

Textmetadata
LicenceTDM
Read underepoch 390

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.