Evidence map›Paper›PMID 37547627›Full record

ArticleChem2023

Visible-light-induced coupling of carboxylic acids with alcohols/amines via a phosphorous linchpin strategy.

Qiupeng Peng, Achyut Ranjan Gogoi, Ángel Rentería-Gómez, Osvaldo Gutierrez, Karl A Scheidt

Abstract read
In one paragraph

Article in Chem, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.

0numbers the graph read from it
0cells of the map it votes in
6citing 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

6 citing papers in PubMed.

  1. Article
  2. Quaternary Carbons from Amines and Acids.Journal of the American Chemical Society · 2026
    Article
  3. Review
  4. Article
  5. Review
  6. 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

5 authors.

Qiupeng PengDepartment of Chemistry, Northwestern University, 2145 Sheridan Road, Evanston, IL 60208, USA.
Achyut Ranjan GogoiDepartment of Chemistry, Texas A&M University, College Station, Texas 77843, USA.
Ángel Rentería-GómezDepartment of Chemistry, Texas A&M University, College Station, Texas 77843, USA.
Osvaldo GutierrezDepartment of Chemistry, Texas A&M University, College Station, Texas 77843, USA.
Karl A ScheidtDepartment of Chemistry, Northwestern University, 2145 Sheridan Road, Evanston, IL 60208, USA.

Funding

New Cooperative Catalysis Concepts for Asymmetric SynthesisR35GM136440 · NIGMS · NORTHWESTERN UNIVERSITY · PI Karl A Scheidt · 2020 to 2026
$2.9M
New Directions in Sustainable Open-Shell Radical C-C Bond Formations Enabled by Merging Modern Computational and Experimental MethodsR35GM137797 · NIGMS · UNIV OF MARYLAND, COLLEGE PARK · PI Osvaldo Gutierrez · 2020 to 2026
$2.7M
NIGMS NIH HHS R35 GM136440NIGMS NIH HHS R35 GM137797
6 · The paper itself

Abstract

The combination of activated carboxylic acids and alcohols/amines to access esters and amides, respectively, is a cornerstone of organic chemistry and has been well developed over the past century. These dehydrations are extensively used in medicinal chemistry and natural product synthesis due to the prevalence of these functional groups in bioactive molecules. Here, we report a divergent process from the expected ester/amide outcomes through a light-induced coupling of activated carboxylic acids and alcohols/amines to efficiently prepare α-hydroxy/amino ketones or β-ketophosphonates via single-electron chemistry. A phosphorus linchpin strategy allows for the combination of these simple reagents through an intramolecular triplet state radical process, thereby enabling new carbon-carbon bond formation.

Indexed as

alcohols/aminescarboxylic acidsposphorous linchpinα-functionalized carbonyl compounds

Identifiers

PMID37547627
PMCPMC10399973

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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.