Lithium Perchlorate-, Acetic Anhydride-, and Triphenylphosphine-assisted Multicomponent Syntheses of 4-Unsubstituted 2,5-Dioxooctahydroquinoline-3-carboxylates and 3-carbonitriles.

Xingxian Gu, Gunda I Georg

Abstract read

In one paragraph

Article in Tetrahedron, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

0numbers the graph read from it

0cells of the map it votes in

0citing 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

0 citing papers in PubMed.

No citing paper in PubMed yet.

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

2 authors.

Xingxian GuDepartment of Medicinal Chemistry, University of Kansas, Lawrence, KS 66045.

Gunda I GeorgDepartment of Medicinal Chemistry and Institute for Therapeutics Discovery and Development, University of Minnesota, 717 Delaware Street, SE, Minneapolis, Minnesota 55414, United States.

Funding

Probing Diversity Space with Novel Pilot Scale LibrariesP41GM076302 · NIGMS · UNIVERSITY OF KANSAS LAWRENCE · PI HANSON, PAUL R. · 2005 to 2010

$2.6M

Libraries for HTS: Privileged Structures in Sparsely Populated Chemical SpaceP41GM081267 · NIGMS · UNIVERSITY OF MINNESOTA · PI GEORG, GUNDA I. · 2007 to 2009

$1.4M

NIGMS NIH HHS P41 GM076302NIGMS NIH HHS P41 GM081267

6 · The paper itself

Abstract

Lithium perchlorate and acetic anhydride were the key additives for the multi-component reaction between 3-aminocyclohex-2-enones, formaldehyde, and malonates yielding adducts that were annulated under acidic conditions to afford bicyclic 2,5-dioxooctahydroquinoline-3-carboxylates. When methyl cyanoacetate was subjected to the same reaction conditions in the presence of a catalytic amount of triphenylphosphine, the bicyclic 2,5-dioxooctahydroquinoline-3-carbonitriles were obtained in a one-flask reaction.

Indexed as

2,5-dioxooctahydroquinolinesacetic anhydridecatalysislithium perchlorateMulticomponent reactiontriphenylphosphine

Identifiers

PMID31787785

DOI10.1016/j.tet.2013.08.081

PMCPMC6884338

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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.