Evidence map›Paper›PMID 38767459›Full record

ArticleJournal of the American Chemical Society2024

Rhodium(I)-Catalyzed Annulation of Bicyclo[1.1.0]butyl-Substituted Dihydroquinolines and Dihydropyridines.

Matteo Borgini, Qi-Nan Huang, Pan-Pan Chen, Steven J Geib, K N Houk, Peter Wipf

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing 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

2 citing papers in PubMed.

  1. Article
  2. 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.

Matteo BorginiDepartment of Chemistry, University of Pittsburgh, Pittsburgh Pennsylvania 15260, United States.ORCID 0000-0001-6285-7374
Qi-Nan HuangDepartment of Chemistry and Biochemistry, University of California, Los Angeles, California 90095, United States.ORCID 0000-0002-5185-1097
Pan-Pan ChenDepartment of Chemistry and Biochemistry, University of California, Los Angeles, California 90095, United States.ORCID 0000-0002-3209-3841
Steven J GeibDepartment of Chemistry, University of Pittsburgh, Pittsburgh Pennsylvania 15260, United States.ORCID 0000-0002-9160-7857
K N HoukDepartment of Chemistry and Biochemistry, University of California, Los Angeles, California 90095, United States.ORCID 0000-0002-8387-5261
Peter WipfDepartment of Chemistry, University of Pittsburgh, Pittsburgh Pennsylvania 15260, United States.ORCID 0000-0001-7693-5863

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Bicyclo[1.1.0]butane-containing compounds feature a unique chemical reactivity, trigger "strain-release" reaction cascades, and provide novel scaffolds with considerable utility in the drug discovery field. We report the synthesis of new bicyclo[1.1.0]butane-linked heterocycles by a nucleophilic addition of bicyclo[1.1.0]butyl anions to 8-isocyanatoquinoline, or, alternatively, iminium cations derived from quinolines and pyridines. The resulting bicyclo[1.1.0]butanes are converted with high regioselectivity to unprecedented bridged heterocycles in a rhodium(I)-catalyzed annulative rearrangement. The addition/rearrangement process tolerates a surprisingly large range of functional groups. Subsequent chemo- and stereoselective synthetic transformations of urea, alkene, cyclopropane, and aniline moieties of the 1-methylene-5-azacyclopropa[

Identifiers

PMID38767459
PMCPMC11157536

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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.