Evidence map›Paper›PMID 30067041›Full record

ArticleOrganic letters2018

N-N Bond Formation between Primary Amines and Nitrosos: Direct Synthesis of 2-Substituted Indazolones with Mechanistic Insights.

Jie S Zhu, Niklas Kraemer, Marina E Shatskikh, Clarabella J Li, Jung-Ho Son, Makhluf J Haddadin, Dean J Tantillo, Mark J Kurth

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 11 papers.

0numbers the graph read from it
0cells of the map it votes in
11citing 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

11 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Synthesis and Anti-Inflammatory Activity ofMolecules (Basel, Switzerland) · 2023
    Article
  5. Article
  6. Article
  7. Review
  8. Article
  9. Article
  10. Article
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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

8 authors.

Jie S ZhuDepartment of Chemistry , University of California Davis , 1 Shields Avenue , Davis , California 95616 , United States.ORCID 0000-0003-3009-4135
Niklas KraemerDepartment of Chemistry , University of California Davis , 1 Shields Avenue , Davis , California 95616 , United States.
Marina E ShatskikhDepartment of Chemistry , University of California Davis , 1 Shields Avenue , Davis , California 95616 , United States.
Clarabella J LiDepartment of Chemistry , University of California Davis , 1 Shields Avenue , Davis , California 95616 , United States.
Jung-Ho SonDepartment of Chemistry , University of California Davis , 1 Shields Avenue , Davis , California 95616 , United States.
Makhluf J HaddadinDepartment of Chemistry , American University of Beirut , Beirut , Lebanon.
Dean J TantilloDepartment of Chemistry , University of California Davis , 1 Shields Avenue , Davis , California 95616 , United States.ORCID 0000-0002-2992-8844
Mark J KurthDepartment of Chemistry , University of California Davis , 1 Shields Avenue , Davis , California 95616 , United States.ORCID 0000-0001-8496-6125

Funding

SynthesisP30DK072517 · NIDDK · UNIVERSITY OF CALIFORNIA, SAN FRANCISCO · PI VERKMAN, ALAN S · 2005 to 2022
$18.1M
XENOBIOTICS AND PRIMARY BILIARY CIRRHOSISR01DK067003 · NIDDK · UNIVERSITY OF CALIFORNIA DAVIS · PI GERSHWIN, MERRILL E · 2003 to 2017
$4.4M
NIDDK NIH HHS P30 DK072517NIDDK NIH HHS R01 DK067003
6 · The paper itself

Abstract

A concise, one-step route to indazolones from primary alkyl amines and o-nitrobenzyl alcohols is reported. The key step in this readily scalable indazolone forming process involves base-mediated in situ o-nitrobenzyl alcohol → o-nitrosobenzaldehyde conversion. Although this functional group interconversion is known to be useful for 2 H-indazole synthesis, its reactivity was modulated for indazolone formation.

Indexed as

AminesBenzyl AlcoholsCatalysisCyclizationIndazolesNitroso CompoundsOxidation-Reduction2-nitrobenzyl alcoholAminesBenzyl AlcoholsIndazolesNitroso Compounds

Identifiers

PMID30067041
PMCPMC6451655

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.