Evidence map›Paper›PMID 30310574›Full record

ArticleChemical science2018

A highly site-selective radical sp

Keith W Bentley, Krysta A Dummit, Jeffrey F Van Humbeck

Abstract read
In one paragraph

Article in Chemical science, 2018. 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. Radical cascade synthesis of azolesChemical science · 2020
    Article
  4. δ C-H (hetero)arylationChemical science · 2019
    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.

Keith W BentleyDepartment of Chemistry , Massachusetts Institute of Technology , Cambridge MA 02139 , USA.
Krysta A DummitDepartment of Chemistry , Massachusetts Institute of Technology , Cambridge MA 02139 , USA.ORCID 0000-0002-6322-3557
Jeffrey F Van HumbeckDepartment of Chemistry , University of Calgary , Calgary , AB T2N 1N4 , Canada . Email: jeffrey.vanhumbec1@ucalgary.ca.ORCID 0000-0002-8910-4820

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

This report describes the development of a novel C-H amination strategy using both a Cu(ii) Lewis acid and an organic hydrogen atom transfer catalyst to activate benzylic C-H bonds adjacent to aromatic N-heterocycles. This simple methodology demonstrates very high selectivity towards azaheterocycles without using exogenous directing groups and affords excellent site selectivity in substrates with more than one reactive position. A wide range of heterocyclic structures not compatible with previously reported catalytic systems have proven to be amenable to this approach. Mechanistic investigations strongly support a radical-mediated H-atom abstraction, which explains the observed contrast to known closed-shell Lewis acid catalyzed processes.

Identifiers

PMID30310574
PMCPMC6115697

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.