Evidence map›Paper›PMID 30407833›Full record

ArticleOrganic letters2018

Photocatalytic Oxyamination of Alkenes: Copper(II) Salts as Terminal Oxidants in Photoredox Catalysis.

Nicholas L Reed, Madeline I Herman, Vladimir P Miltchev, Tehshik P Yoon

Abstract read
In one paragraph

Article in Organic letters, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.

0numbers the graph read from it
0cells of the map it votes in
13citing 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

13 citing papers in PubMed.

  1. Article
  2. Review
  3. Review
  4. Article
  5. Review
  6. Article
  7. Article
  8. Article
  9. Oxidase reactions in photoredox catalysis.Chemical Society reviews · 2021
    Review
  10. AlkeneOrganic letters · 2020
    Article
  11. Site-Selective Alkoxylation of Benzylic C-H Bonds by Photoredox Catalysis.Angewandte Chemie (International ed. in English) · 2020
    Article
  12. Safe, sustainable and scalable.Nature chemistry · 2019
    Article
  13. 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

4 authors.

Nicholas L ReedDepartment of Chemistry , University of Wisconsin-Madison , 1101 University Avenue , Madison Wisconsin 53706 , United States.
Madeline I HermanDepartment of Chemistry , University of Wisconsin-Madison , 1101 University Avenue , Madison Wisconsin 53706 , United States.
Vladimir P MiltchevDepartment of Chemistry , University of Wisconsin-Madison , 1101 University Avenue , Madison Wisconsin 53706 , United States.
Tehshik P YoonDepartment of Chemistry , University of Wisconsin-Madison , 1101 University Avenue , Madison Wisconsin 53706 , United States.ORCID 0000-0002-3934-4973

Funding

Visible Light PhotocatalysisR01GM095666 · NIGMS · UNIVERSITY OF WISCONSIN-MADISON · PI YOON, TEHSHIK P · 2011 to 2022
$4.2M
Laser-Enhanced NMR Instrumentation for Chemical and Biochemical ResearchS10OD012245 · OD · UNIVERSITY OF WISCONSIN-MADISON · PI CAVAGNERO, SILVIA · 2013 to 2013
$1.0M
QExactive (Orbitrap) mass spectrometerS10OD020022 · OD · UNIVERSITY OF WISCONSIN-MADISON · PI VESTLING, MARTHA M · 2015 to 2015
$483k
NIGMS NIH HHS R01 GM095666NIH HHS S10 OD012245NIH HHS S10 OD020022
6 · The paper itself

Abstract

A photocatalytic method for the oxyamination of alkenes using simple nucleophilic nitrogen atom sources in place of prefunctionalized electrophilic nitrogen atom donors is reported. Copper(II) is an inexpensive, practical, and uniquely effective terminal oxidant for this process. In contrast to oxygen, peroxides, and similar oxidants commonly utilized in non-photochemical oxidative methods, the use of copper(II) as a terminal oxidant in photoredox reactions avoids the formation of reactive heteroatom-centered radical intermediates that can be incompatible with electron-rich functional groups. As a demonstration of the generality of this concept, it has been shown that diamination and deoxygenation reactions can also be accomplished using similar photooxidative conditions.

Indexed as

AlkenesAminationCatalysisCopperHydroxylationMolecular StructureOxidantsOxidation-ReductionOxygenSaltsAlkenesCopperOxidantsOxygenSalts

Identifiers

PMID30407833
PMCPMC6309205

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.