Evidence map›Paper›PMID 29268020›Full record

ArticleJournal of the American Chemical Society2018

Intermolecular Anti-Markovnikov Hydroamination of Unactivated Alkenes with Sulfonamides Enabled by Proton-Coupled Electron Transfer.

Qilei Zhu, David E Graff, Robert R Knowles

Open access · greenAbstract read
In one paragraph

Article in Journal of the American Chemical Society, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 45 papers.

0numbers the graph read from it
0cells of the map it votes in
45citing papers in PubMed
8.5field-weighted citation impact, top 1% 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

45 citing papers in PubMed, 180 citations in OpenAlex.

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  13. Tunable [3+2] and [4+2] annulations for pyrrolidine and piperidine synthesis.Chemical communications (Cambridge, England) · 2023
    Article
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  17. Recent advances in visible light-induced C(Nature reviews. Chemistry · 2022
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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

3 authors at 1 institution in 1 country.

Qilei ZhuDepartment of Chemistry, Princeton University , Princeton, New Jersey 08544, United States.ORCID 0000-0002-6360-9820
David E GraffDepartment of Chemistry, Princeton University , Princeton, New Jersey 08544, United States.
Robert R KnowlesDepartment of Chemistry, Princeton University , Princeton, New Jersey 08544, United States.ORCID 0000-0003-1044-4900
Princeton University · US

Funding

Proton-Coupled Electron Transfer in Organic Synthesis and Asymmetric CatalysisR01GM113105 · NIGMS · PRINCETON UNIVERSITY · PI KNOWLES, ROBERT R · 2015 to 2019
$1.4M
NIGMS NIH HHS R01 GM113105
6 · The paper itself

Abstract

Here we report a catalytic method for the intermolecular anti-Markovnikov hydroamination of unactivated alkenes using primary and secondary sulfonamides. These reactions occur at room temperature under visible light irradiation and are jointly catalyzed by an iridium(III) photocatalyst, a dialkyl phosphate base, and a thiol hydrogen atom donor. Reaction outcomes are consistent with the intermediacy of an N-centered sulfonamidyl radical generated via proton-coupled electron transfer activation of the sulfonamide N-H bond. Studies outlining the synthetic scope (>60 examples) and mechanistic features of the reaction are presented.

Identifiers

PMID29268020
PMCPMC6247111
OpenAlexW2779028904

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.