Evidence map›Paper›PMID 23472819›Full record

ArticleACS combinatorial science2013

Solution-phase synthesis of a diverse library of benzisoxazoles utilizing the [3 + 2] cycloaddition of in situ-generated nitrile oxides and arynes.

Anton V Dubrovskiy, Prashi Jain, Feng Shi, Gerald H Lushington, Conrad Santini, Patrick Porubsky, Richard C Larock

Abstract read
In one paragraph

Article in ACS combinatorial science, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.

0numbers the graph read from it
0cells of the map it votes in
4citing 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

4 citing papers in PubMed.

  1. 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

7 authors.

Anton V DubrovskiyDepartment of Chemistry, Iowa State University, Ames, Iowa 50011, USA.
Prashi Jain
Feng Shi
Gerald H Lushington
Conrad Santini
Patrick Porubsky
Richard C Larock

Funding

Phase trafficking in combinatorial chemistry: ROM polymerizationP50GM069663 · NIGMS · UNIVERSITY OF KANSAS LAWRENCE · PI AUBE, JEFFREY · 2003 to 2012
$18.9M
Pilot-Scale Heterocyclic and Carbocyclic Libraries for High Throughout ScreeningP41GM079593 · NIGMS · IOWA STATE UNIVERSITY · PI LAROCK, RICHARD C. · 2006 to 2009
$1.0M
Synthesis of Medicinally Important HeterocyclesR01GM070620 · NIGMS · IOWA STATE UNIVERSITY · PI LAROCK, RICHARD C. · 2004 to 2007
$752k
NIGMS NIH HHS GM070620NIGMS NIH HHS GM079593NIGMS NIH HHS P41 GM079593NIGMS NIH HHS P50 GM069663NIGMS NIH HHS R01 GM070620
6 · The paper itself

Abstract

A library of benzisoxazoles has been synthesized by the [3 + 2] cycloaddition of nitrile oxides with arynes and further diversified by acylation/sulfonylation and palladium-catalyzed coupling processes. The eight key intermediate benzisoxazoles have been prepared by the reaction of o-(trimethylsilyl)aryl triflates and chlorooximes in the presence of CsF in good to excellent yields under mild reaction conditions. These building blocks have been used as the key components of a diverse set of 3,5,6-trisubstituted benzisoxazoles.

Indexed as

Benzene DerivativesCatalysisCombinatorial Chemistry TechniquesCycloaddition ReactionIsoxazolesNitrilesOxidesPalladiumSmall Molecule Libraries1,2-benzisoxazoleBenzene DerivativesbenzyneIsoxazolesNitrilesOxidesPalladiumSmall Molecule Libraries

Identifiers

PMID23472819
PMCPMC3622131

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.