Evidence map›Paper›PMID 22449252›Full record

ArticleACS combinatorial science2012

Catalytic stereoselective synthesis of diverse oxindoles and spirooxindoles from isatins.

Jacob P MacDonald, Joseph J Badillo, Gary E Arevalo, Abel Silva-García, Annaliese K Franz

Abstract read
In one paragraph

Article in ACS combinatorial science, 2012. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.

0numbers the graph read from it
0cells of the map it votes in
10citing papers in PubMed
3.0field-weighted citation impact, top 9% of its field
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

10 citing papers in PubMed, 67 citations in OpenAlex.

  1. Article
  2. Review
  3. Article
  4. Article
  5. Article
  6. Article
  7. Article
  8. Article
  9. Article
  10. 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

5 authors at 1 institution in 1 country.

Jacob P MacDonaldDepartment of Chemistry, University of California, Davis, California 95616, United States.
Joseph J Badillo
Gary E Arevalo
Abel Silva-García
Annaliese K Franz
University of California, Davis · US

Funding

Complex Heterocycles and Hybrid Strategies for Pilot Scale LibrariesP41GM089153 · NIGMS · UNIVERSITY OF CALIFORNIA AT DAVIS · PI KURTH, MARK J. · 2010 to 2012
$1.1M
NIGMS NIH HHS P41 GM089153NIGMS NIH HHS P41-GM0891583
6 · The paper itself

Abstract

A strategy for the efficient two-step synthesis of triazole derivatives of oxindoles and spirooxindoles is presented. Using a common set of N-propargylated isatins, a series of mechanistically distinct stereoselective reactions with different combinations of nucleophiles and catalysts provide access to diverse hydroxy-oxindoles, spiroindolones, and spirocyclic oxazoline structures. The resulting N-propargylated oxindoles are then converted to triazoles using copper-catalyzed azide-alkyne cycloaddition (CuAAC) reactions. Overall, this strategy affords a 64-member pilot-scale library of diverse oxindoles and spirooxindoles.

Indexed as

AlkynesAzidesCatalysisCombinatorial Chemistry TechniquesCopperCyclizationIndolesIsatinMolecular StructureOxindolesSpiro CompoundsStereoisomerism2-oxindoleAlkynesAzidesCopperIndolesIsatinOxindolesSpiro Compounds

Identifiers

PMID22449252
PMCPMC4795923
OpenAlexW2315113996

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.