Evidence map›Paper›PMID 29022706›Full record

ArticleJournal of the American Chemical Society2017

Understanding and Interrupting the Fischer Azaindolization Reaction.

Bryan J Simmons, Marie Hoffmann, Pier Alexandre Champagne, Elias Picazo, Katsuya Yamakawa, Lucas A Morrill, K N Houk, Neil K Garg

Abstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Journal of the American Chemical Society, 2017. 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
–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

5 citing papers in PubMed.

  1. Article
  2. Review
  3. Article
  4. Article
  5. 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

8 authors.

Bryan J SimmonsDepartment of Chemistry and Biochemistry, University of California , Los Angeles, California 90095, United States.
Marie HoffmannDepartment of Chemistry and Biochemistry, University of California , Los Angeles, California 90095, United States.
Pier Alexandre ChampagneDepartment of Chemistry and Biochemistry, University of California , Los Angeles, California 90095, United States.ORCID 0000-0002-0546-7537
Elias PicazoDepartment of Chemistry and Biochemistry, University of California , Los Angeles, California 90095, United States.
Katsuya YamakawaDepartment of Chemistry and Biochemistry, University of California , Los Angeles, California 90095, United States.
Lucas A MorrillDepartment of Chemistry and Biochemistry, University of California , Los Angeles, California 90095, United States.
K N HoukDepartment of Chemistry and Biochemistry, University of California , Los Angeles, California 90095, United States.ORCID 0000-0002-8387-5261
Neil K GargDepartment of Chemistry and Biochemistry, University of California , Los Angeles, California 90095, United States.ORCID 0000-0002-7793-2629

Funding

Time-of-Flight Mass Spectrometer for Synthesis Supporting Biomedical ResearchS10RR025631 · NCRR · UNIVERSITY OF CALIFORNIA LOS ANGELES · PI HOUK, KENDALL N · 2009 to 2009
$328k
Total Synthesis of Bioactive Complex MoleculesF31GM121016 · NIGMS · UNIVERSITY OF CALIFORNIA LOS ANGELES · PI MORRILL, LUCAS · 2016 to 2018
$106k
Total Synthesis of Bioactive Indole AlkaloidsF31GM117945 · NIGMS · UNIVERSITY OF CALIFORNIA LOS ANGELES · PI PICAZO, ELIAS · 2016 to 2018
$93k
NCRR NIH HHS S10 RR025631NIGMS NIH HHS F31 GM117945NIGMS NIH HHS F31 GM121016
6 · The paper itself

Abstract

Experimental and computational studies pertaining to the Fischer azaindolization reaction are reported. These studies explain why pyridylhydrazines are poorly reactive in Fischer indolization reactions, in addition to the origin of hydrazine substituent effects. Additionally, an interrupted variant of Fischer azaindolization methodology is disclosed, which provides a synthetic entryway into fused azaindoline scaffolds.

Indexed as

Chemistry Techniques, SyntheticAza CompoundsHydrazinesIndolesAza CompoundsHydrazinesIndoles

Identifiers

PMID29022706
PMCPMC5726400

What OpenQuestion holds

Textmetadata
LicenceTDM
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.