Evidence map›Paper›PMID 39462204›Full record

ArticleAngewandte Chemie (International ed. in English)2024

An Organometallic Umpolung Approach for Iron-Mediated Propargylic C-H Etherification.

Yue Xia, Jin Zhu, Austin C Durham, Yi-Ming Wang

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2024. 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.

  1. 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.

Yue XiaDepartment of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania, 15260, United States.
Jin ZhuDepartment of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania, 15260, United States.
Austin C DurhamDepartment of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania, 15260, United States.
Yi-Ming WangDepartment of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania, 15260, United States.ORCID https://orcid.org/0000-0001-6414-0908

Funding

New Strategies and Reactions for the α-C–H Functionalization and Hydrofunctionalization of Carbon–Carbon Multiple BondsR35GM142945 · NIGMS · UNIVERSITY OF PITTSBURGH AT PITTSBURGH · PI WANG, YIMING · 2021 to 2025
$1.9M
NIGMS NIH HHS R35 GM142945NIGMS NIH HHS R35GM142945
6 · The paper itself

Abstract

Propargylic ethers serve as useful intermediates for the synthesis of a variety of complex targets. However, propargylic substitution of prefunctionalized alkyne starting materials remains the dominant method for the synthesis of propargyl ethers, while direct etherification of simple alkynes via propargylic C-H functionalization remains largely underreported. Herein, we report an organometallic umpolung approach for iron-mediated C-H propargylic etherification. A telescopic protocol for iron-mediated C-H deprotonation followed by mild oxidative coupling with alcohols enabled the use of simple or functionalized alkynes for the expedient synthesis of propargylic ethers with excellent functional group compatibility, chemoselectivity and regioselectivity.

Indexed as

C−H functionalizationetherificationorganometallicsoxidationumpolung

Identifiers

PMID39462204
PMCPMC12072753

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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.