Evidence map›Paper›PMID 37134187›Full record

ReviewChemical reviews2023

Late-Stage C-H Functionalization of Azines.

Celena M Josephitis, Hillary M H Nguyen, Andrew McNally

Abstract readReview
In one paragraph

Review in Chemical reviews, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 38 papers.

0numbers the graph read from it
0cells of the map it votes in
38citing 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

38 citing papers in PubMed.

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  18. An Oxygen Walk Approach for C3 Selective Hydroxylation of Pyridines.Synlett : accounts and rapid communications in synthetic organic chemistry · 2025
    Article
  19. Article
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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

3 authors.

Celena M JosephitisDepartment of Chemistry, Colorado State University, Fort Collins, Colorado 80523, United States.
Hillary M H NguyenDepartment of Chemistry, Colorado State University, Fort Collins, Colorado 80523, United States.
Andrew McNallyDepartment of Chemistry, Colorado State University, Fort Collins, Colorado 80523, United States.ORCID 0000-0002-8651-1631

Funding

Selective Functionalization of Pyridines and Diazines via Heterocyclic Phosphonium SaltsR01GM124094 · NIGMS · COLORADO STATE UNIVERSITY · PI MCNALLY, ANDREW · 2018 to 2024
$2.0M
A New General Strategy for Pyridine Functionalization via Dearomatized IntermediatesR01GM144591 · NIGMS · COLORADO STATE UNIVERSITY · PI MCNALLY, ANDREW · 2022 to 2025
$1.2M
NIGMS NIH HHS R01 GM124094NIGMS NIH HHS R01 GM144591
6 · The paper itself

Abstract

Azines, such as pyridines, quinolines, pyrimidines, and pyridazines, are widespread components of pharmaceuticals. Their occurrence derives from a suite of physiochemical properties that match key criteria in drug design and is tunable by varying their substituents. Developments in synthetic chemistry, therefore, directly impact these efforts, and methods that can install various groups from azine C-H bonds are particularly valuable. Furthermore, there is a growing interest in late-stage functionalization (LSF) reactions that focus on advanced candidate compounds that are often complex structures with multiple heterocycles, functional groups, and reactive sites. Because of factors such as their electron-deficient nature and the effects of the Lewis basic N atom, azine C-H functionalization reactions are often distinct from their arene counterparts, and the application of these reactions in LSF contexts is difficult. However, there have been many significant advances in azine LSF reactions, and this review will describe this progress, much of which has occurred over the past decade. It is possible to categorize these reactions as radical addition processes, metal-catalyzed C-H activation reactions, and transformations occurring via dearomatized intermediates. Substantial variation in reaction design within each category indicates both the rich reactivity of these heterocycles and the creativity of the approaches involved.

Identifiers

PMID37134187
PMCPMC10631472

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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.