Evidence map›Paper›PMID 33492939›Full record

ReviewChemical reviews2021

Hexadehydro-Diels-Alder Reaction: Benzyne Generation via Cycloisomerization of Tethered Triynes.

Lucas L Fluegel, Thomas R Hoye

Abstract readReview
In one paragraph

Review in Chemical reviews, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 43 papers.

0numbers the graph read from it
0cells of the map it votes in
43citing 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

43 citing papers in PubMed.

  1. Article
  2. Transition Metal-Free Heteroarene Insertion Into C─C Bonds of Benzocyclobutenones.Angewandte Chemie (International ed. in English) · 2026
    Article
  3. 1The Journal of organic chemistry · 2026
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  20. Phosphorane-Promoted C-C Coupling during Aryne Annulations.Angewandte Chemie (International ed. in English) · 2024
    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

2 authors.

Lucas L FluegelDepartment of Chemistry, University of Minnesota, 207 Pleasant Street SE, Minneapolis, Minnesota 55455, United States.ORCID 0000-0002-1708-8665
Thomas R HoyeDepartment of Chemistry, University of Minnesota, 207 Pleasant Street SE, Minneapolis, Minnesota 55455, United States.ORCID 0000-0001-9318-1477

Funding

Synthesis, Structure, and Mechanism of Biorelevant Molecules and ReactionsR35GM127097 · NIGMS · UNIVERSITY OF MINNESOTA · PI THOMAS R. HOYE · 2018 to 2026
$3.5M
NIGMS NIH HHS R35 GM127097
6 · The paper itself

Abstract

The hexadehydro-Diels-Alder (HDDA) reaction is the thermal cyclization of an alkyne and a 1,3-diyne to generate a benzyne intermediate. This is then rapidly trapped, in situ, by a variety of species to yield highly functionalized benzenoid products. In contrast to nearly all other methods of aryne generation, no other reagents are required to produce an HDDA benzyne. The versatile and customizable nature of the process has attracted much attention due not only to its synthetic potential but also because of the fundamental mechanistic insights the studies often afford. The authors have attempted to provide here a comprehensive compilation of publications appearing by mid-2020 that describe experimental results of HDDA reactions.

Indexed as

AlkynesBenzene DerivativesCycloaddition ReactionIsomerismAlkynesBenzene Derivativesbenzyne

Identifiers

PMID33492939
PMCPMC8008985

What OpenQuestion holds

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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.