Evidence map›Paper›PMID 23136970›Full record

ArticleThe Journal of organic chemistry2013

5-Hydroxyindoles by intramolecular alkynol-furan diels-alder cycloaddition.

Matthew LaPorte, Ki Bum Hong, Jie Xu, Peter Wipf

Abstract read
In one paragraph

Article in The Journal of organic chemistry, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

0numbers the graph read from it
0cells of the map it votes in
1citing 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

1 citing paper in PubMed.

  1. Eight-Step Enantioselective Total Synthesis of (-)-Cycloclavine.Angewandte Chemie (International ed. in English) · 2017
    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

4 authors.

Matthew LaPorteDepartment of Chemistry and Center for Chemical Methodologies & Library Development, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, United States.
Ki Bum Hong
Jie Xu
Peter Wipf

Funding

University of Pittsburgh Center for Chemical DiversityP50GM067082 · NIGMS · UNIVERSITY OF PITTSBURGH AT PITTSBURGH · PI WIPF, PETER · 2002 to 2012
$18.6M
NIGMS NIH HHS GM067082NIGMS NIH HHS P50 GM067082
6 · The paper itself

Abstract

A convergent approach provides a convenient access to synthetically and biologically useful 3,4-disubstituted 5-hydroxyindoles. The one-pot procedure uses microwave heating to initiate an intramolecular [4 + 2]-cycloaddition of an alkynol segment onto a furan followed by a fragmentation, aromatization, and N-Boc deprotection cascade. Yields range from 15 to 74%, with aromatic substituents providing better conversions. 4-Trimethylsilylated analogues undergo a 1,3-silatropic rearrangement to give the O-TMS ethers.

Indexed as

Cycloaddition ReactionFuransIndolesMolecular Structure5-hydroxyindolefuranFuransIndoles

Identifiers

PMID23136970
PMCPMC3684082

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.