Evidence map›Paper›PMID 39527698›Full record

ArticleAngewandte Chemie (International ed. in English)2025

Redox-Tunable Ring Expansion Enabled By A Single-Component Electrophilic Nitrogen Atom Synthon.

Patrick Q Kelly, Nikki R Keramati, Kate R Kaplin, Tessa Lynch-Colameta, James P Phelan, Mark D Levin

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.

0numbers the graph read from it
0cells of the map it votes in
3citing 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

3 citing papers in PubMed.

  1. Article
  2. Article
  3. 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.

Patrick Q KellyDepartment of Chemistry, University of Chicago, Chicago, IL 60637, United States.ORCID https://orcid.org/0000-0003-0676-6317
Nikki R KeramatiDepartment of Chemistry, University of Chicago, Chicago, IL 60637, United States.
Kate R KaplinDepartment of Chemistry, University of Chicago, Chicago, IL 60637, United States.
Tessa Lynch-ColametaGSK, Department of Medicinal Chemistry, 1250 South Collegeville Road, Collegeville, PA 19426, United States.ORCID https://orcid.org/0000-0001-8321-4239
James P PhelanGSK, Department of Medicinal Chemistry, 1250 South Collegeville Road, Collegeville, PA 19426, United States.ORCID https://orcid.org/0000-0002-0058-0653
Mark D LevinDepartment of Chemistry, University of Chicago, Chicago, IL 60637, United States.ORCID https://orcid.org/0000-0002-4461-363X

Funding

Construction of Heteroarenes Through Single Atom I-RenewalR35GM142768 · NIGMS · UNIVERSITY OF CHICAGO · PI Mark Daniel Levin · 2021 to 2026
$2.6M
NIGMS NIH HHS R35 GM142768Research Computing Center, University of ChicagoSeymour Goodman Fellowship
6 · The paper itself

Abstract

Controllable installation of a single nitrogen atom is central to many major goals in skeletal editing, with progress often gated by the availability of an appropriate N-atom source. Here we introduce a novel reagent, termed DNIBX, based on dibenzoazabicycloheptadiene (dbabh), which allows the electrophilic installation of dbabh to organic substrates. When indanone β-ketoesters are aminated by DNIBX, the resulting products undergo divergent ring expansions depending on the mode of activation, producing heterocycles in differing oxidation states under thermal and photochemical conditions. The mechanism of each transformation is discussed, and the different reactivity modes of the indanone-dbabh adducts are compared to other nitrogenous precursors.

Indexed as

heterocycleshypervalent iodinereaction mechanismsring expansionssynthetic methods

Identifiers

PMID39527698
PMCPMC11796328

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.