Evidence map›Paper›PMID 28922917›Full record

ArticleThe Journal of organic chemistry2017

Diverting Reactive Intermediates Toward Unusual Chemistry: Unexpected Anthranil Products from Davis-Beirut Reaction.

Jie S Zhu, Jung-Ho Son, Andrew P Teuthorn, Makhluf J Haddadin, Mark J Kurth, Dean J Tantillo

Erratum issuedAbstract read
In one paragraph

Article in The Journal of organic chemistry, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. An erratum has been issued. Cited by 7 papers.

0numbers the graph read from it
0cells of the map it votes in
7citing 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

7 citing papers in PubMed.

  1. Article
  2. Interrupted reactions in chemical synthesis.Nature reviews. Chemistry · 2021
    Review
  3. Review
  4. Article
  5. Article
  6. Article
  7. Article
4 · The record

Corrections and comments

5 · Who and what money

Authors and funding

6 authors.

Jie S ZhuDepartment of Chemistry, University of California, Davis , 1 Shields Ave., Davis, California 95616, United States.ORCID 0000-0003-3009-4135
Jung-Ho SonDepartment of Chemistry, University of California, Davis , 1 Shields Ave., Davis, California 95616, United States.
Andrew P TeuthornDepartment of Chemistry, University of California, Davis , 1 Shields Ave., Davis, California 95616, United States.
Makhluf J HaddadinDepartment of Chemistry, American University of Beirut , Beirut 1107 2020, Lebanon.
Mark J KurthDepartment of Chemistry, University of California, Davis , 1 Shields Ave., Davis, California 95616, United States.ORCID 0000-0001-8496-6125
Dean J TantilloDepartment of Chemistry, University of California, Davis , 1 Shields Ave., Davis, California 95616, United States.ORCID 0000-0002-2992-8844

Funding

SynthesisP30DK072517 · NIDDK · UNIVERSITY OF CALIFORNIA, SAN FRANCISCO · PI VERKMAN, ALAN S · 2005 to 2022
$18.1M
NIDDK NIH HHS P30 DK072517
6 · The paper itself

Abstract

The discovery of a new variation on the Davis-Beirut reaction is described in which an atypical heterocyclic framework (the anthranil or benzo[c]isoxazole framework) is formed as the result of diversion of a key reactive intermediate away from its expected reactivity-a potentially general approach to reaction design and development. Experimental and computational support for the proposed mechanism and origins of altered reactivity are described.

Indexed as

IsoxazolesMolecular StructureQuantum TheoryanthranilIsoxazoles

Identifiers

PMID28922917
PMCPMC5897912

What OpenQuestion holds

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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.