Evidence map›Paper›PMID 34108817›Full record

ArticleSynlett : accounts and rapid communications in synthetic organic chemistry2020

Anti-Markovnikov Hydroazidation of Activated Olefins via Organic Photoredox Catalysis.

Nicholas P R Onuska, Megan E Schutzbach-Horton, José L Rosario Collazo, David A Nicewicz

Open access · greenAbstract read
In one paragraph

Article in Synlett : accounts and rapid communications in synthetic organic chemistry, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.

0numbers the graph read from it
0cells of the map it votes in
5citing papers in PubMed
1.3field-weighted citation impact, top 22% 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

5 citing papers in PubMed, 25 citations in OpenAlex.

  1. Article
  2. Article
  3. Divergent Functionalization of Alkynes Enabled by Organic Photoredox Catalysis.Synlett : accounts and rapid communications in synthetic organic chemistry · 2023
    Article
  4. Recent advances in visible light-induced C(Nature reviews. Chemistry · 2022
    Article
  5. Review
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 at 1 institution in 1 country.

Nicholas P R OnuskaDepartment of Chemistry, The University of North Carolina at Chapel Hill, Chapel Hill, NC, 27599-3290, USA.ORCID 0000-0002-0088-127X
Megan E Schutzbach-HortonDepartment of Chemistry, The University of North Carolina at Chapel Hill, Chapel Hill, NC, 27599-3290, USA.ORCID 0000-0003-0169-1088
José L Rosario CollazoDepartment of Chemistry, The University of North Carolina at Chapel Hill, Chapel Hill, NC, 27599-3290, USA.
David A NicewiczDepartment of Chemistry, The University of North Carolina at Chapel Hill, Chapel Hill, NC, 27599-3290, USA.ORCID 0000-0003-1199-9879
University of North Carolina at Chapel Hill · US

Funding

Catalytic Enantioselective Cation Radical-Mediated TransformationsR01GM098340 · NIGMS · UNIV OF NORTH CAROLINA CHAPEL HILL · PI NICEWICZ, DAVID A · 2011 to 2019
$2.1M
NIGMS NIH HHS R01 GM098340
6 · The paper itself

Abstract

Organic azides serve as synthetically useful surrogates for primary amines, a functional group which is ubiquitous in bioactive and medicinally relevant molecules. Historically, the formal hydroazidation of simple activated olefins and styrenes has proven difficult due to the inherent propensity of these compounds to oligomerize. Herein is disclosed a method for the anti-Markovnikov hydroazidation of activated olefins, catalyzed by an organic acridinium salt under irradiation from blue LEDs. This method is applicable to a variety of substituted and terminal styrenes and several vinyl ethers, yielding synthetically versatile hydroazidation products in moderate to excellent yield.

Indexed as

alkenesazidesphotooxidationradicalsregioselectivity

Identifiers

PMID34108817
PMCPMC8186491
OpenAlexW2976993640

What OpenQuestion holds

Textmetadata
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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.