Evidence map›Paper›PMID 36214595›Full record

ArticleOrganic letters2022

Rhodium-Catalyzed [2 + 2 + 2] Cyclotrimerizations of Yndiamides with Alkynes.

Philip J Smith, Zixuan Tong, Julia Ragus, Pearse Solon, Kirk W Shimkin, Edward A Anderson

Abstract read
In one paragraph

Article in Organic letters, 2022. 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. 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

6 authors.

Philip J SmithChemistry Research Laboratory, Department of Chemistry, University of Oxford, 12 Mansfield Road, OxfordOX1 3TA, U.K.
Zixuan TongChemistry Research Laboratory, Department of Chemistry, University of Oxford, 12 Mansfield Road, OxfordOX1 3TA, U.K.
Julia RagusChemistry Research Laboratory, Department of Chemistry, University of Oxford, 12 Mansfield Road, OxfordOX1 3TA, U.K.
Pearse SolonChemistry Research Laboratory, Department of Chemistry, University of Oxford, 12 Mansfield Road, OxfordOX1 3TA, U.K.ORCID 0000-0002-5723-1737
Kirk W ShimkinDiscovery Chemistry, Therapeutics Discovery, Janssen Research & Development, LLC, Spring House, Pennsylvania19477, United States.ORCID 0000-0003-2259-4439
Edward A AndersonChemistry Research Laboratory, Department of Chemistry, University of Oxford, 12 Mansfield Road, OxfordOX1 3TA, U.K.ORCID 0000-0002-4149-0494

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Yndiamides offer opportunities for the synthesis of vicinally nitrogen-disubstituted aromatics and azacycles. Here we report the Rh-catalyzed cyclotrimerization of alkynyl yndiamides with alkynes, the regiochemical outcome of which is controlled by the electronic properties of the alkyne partner, enabling the formation of 7-aminoindolines with excellent selectivity (up to >20:1 r.r.). We also report a complementary synthesis of bicyclic 1,2-dianiline derivatives by cyclotrimerization of yndiamides with terminal diynes, where slow addition of the diyne overcomes self-dimerization.

Identifiers

PMID36214595
PMCPMC9594354

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Registered trials

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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.