Iodine(III)-Mediated Oxidation of Anilines to Construct Dibenzazepines.

Carmen Margaret White, Naranchimeg Zorigt, Tianning Deng, Tom G Driver

Abstract read

In one paragraph

Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2023. 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.

Dibenzothiophenium Salts: Practical Alternatives to Hypervalent I(III)-Based Reagents.Accounts of chemical research · 2025
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

4 authors.

Carmen Margaret WhiteDepartment of Chemistry, University of Illinois Chicago, 845 W Taylor St. MC 111, Chicago, IL, 60607, USA.

Naranchimeg ZorigtDepartment of Chemistry, University of Illinois Chicago, 845 W Taylor St. MC 111, Chicago, IL, 60607, USA.

Tianning DengDepartment of Chemistry, University of Illinois Chicago, 845 W Taylor St. MC 111, Chicago, IL, 60607, USA.

Tom G DriverDepartment of Chemistry, University of Illinois Chicago, 845 W Taylor St. MC 111, Chicago, IL, 60607, USA.ORCID http://orcid.org/0000-0001-7001-342X

Funding

Harnessing Electrophilic N-Aryl Catalytic Intermediates for Versatile C-N Bond FormationR01GM138388 · NIGMS · UNIVERSITY OF ILLINOIS AT CHICAGO · PI DRIVER, TOM G · 2020 to 2023

$1.3M

NIGMS NIH HHS R01 GM138388NIH HHS GM138388

6 · The paper itself

Abstract

The development of an efficient process that produces bioactive medium-sized N-heterocyclic scaffolds from 2-substituted anilines using either iodosobenzene or (bis(trifluoroacetoxy)iodo)-benzene is reported. The tether between the sulfonamide and the aryl group can be varied to access dihydroacridine-, dibenzazepine-, or dibenzazocine scaffolds. While substitution on the aniline portion is limited to electron-neutral- or electron-poor groups, a broader range of functional groups are tolerated on the ortho-aryl substituent and site selective C-NAr bond formation can be achieved. Preliminary mechanistic investigations suggest that medium-ring formation occurs via radical reactive intermediates.

Indexed as

dibenzazepinedibenzazocinemedium-sized ring formationnitrogen-centered radicaloxidation

Identifiers

PMID37053500

DOI10.1002/chem.202301141

PMCPMC10330268

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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.