Evidence map›Paper›PMID 31050440›Full record

ArticleOrganic letters2019

Synthesis of Alkyl Halides from Aldehydes via Deformylative Halogenation.

Shengzong Liang, Tatsuya Kumon, Ricardo A Angnes, Melissa Sanchez, Bo Xu, Gerald B Hammond

Open access · greenAbstract read
In one paragraph

Article in Organic letters, 2019. 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
2.2field-weighted citation impact, top 13% of its field
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, 28 citations in OpenAlex.

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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

6 authors at 5 institutions in 4 countries.

Shengzong LiangDepartment of Chemistry , University of Louisville , Louisville , Kentucky 40292 , United States.
Tatsuya KumonFaculty of Molecular Chemistry and Engineering , Kyoto Institute of Technology , Matsugasaki, Kyoto 606-8585 , Japan.
Ricardo A AngnesChemistry Institute , State University of Campinas - Unicamp C.P . 6154, CEP.13083-970, Campinas , São Paulo , Brazil.ORCID 0000-0001-7698-2299
Melissa SanchezCalifornia State University Fresno , 2555 East San Ramon Avenue M/S SB70 , Fresno , California 93740 , United States.
Bo XuKey Laboratory of Science and Technology of Eco-Textiles, Ministry of Education, College of Chemistry, Chemical Engineering and Biotechnology , Donghua University , Shanghai 201620 , China.ORCID 0000-0001-8702-1872
Gerald B HammondDepartment of Chemistry , University of Louisville , Louisville , Kentucky 40292 , United States.ORCID 0000-0002-9814-5536
University of Louisville · USCalifornia State University, Fresno · USDonghua University · CNKyoto Institute of Technology · JPUniversidade Estadual de Campinas (UNICAMP) · BR

Funding

Nucleophilic Halogenation ReagentsR01GM121660 · NIGMS · UNIVERSITY OF LOUISVILLE · PI HAMMOND, GERALD B · 2017 to 2021
$1.5M
NIGMS NIH HHS R01 GM121660
6 · The paper itself

Abstract

An unprecedented deformylative halogenation of aldehydes to alkyl halides is presented. Under oxidative conditions, 1,4-dihydropyridine (DHP), derived from an aldehyde, generated a C(sp3)- radical that coupled with a halogen radical that was generated from inexpensive and atom-economical halogen sources (NaBr, NaI, or HCl), to yield an alkyl halide. Because of the mild conditions, a wide range of functional groups were tolerated, and excellent site selectivity was achieved.

Indexed as

AldehydesHalogenationHydrocarbons, HalogenatedMolecular StructureOxidation-ReductionAldehydesHydrocarbons, Halogenated

Identifiers

PMID31050440
PMCPMC6525078
OpenAlexW2942877202

What OpenQuestion holds

Textmetadata
LicenceTDM
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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.