Evidence map›Paper›PMID 34994200›Full record

ArticleOrganic letters2022

A Diazo-Hooker Reaction, Inspired by the Biosynthesis of Azamerone.

Oussama Yahiaoui, Lauren A M Murray, Fengyue Zhao, Bradley S Moore, Kendall N Houk, Fang Liu, Jonathan H George

Open access · greenAbstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Organic letters, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

0numbers the graph read from it
0cells of the map it votes in
0citing papers in PubMed
0.7field-weighted citation impact, top 39% 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

0 citing papers in PubMed, 6 citations in OpenAlex.

No citing paper in PubMed yet.

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

7 authors at 4 institutions in 3 countries.

Oussama YahiaouiDepartment of Chemistry, University of Adelaide, Adelaide, SA 5005, Australia.
Lauren A M MurrayDepartment of Chemistry, University of Adelaide, Adelaide, SA 5005, Australia.
Fengyue ZhaoCollege of Sciences, Nanjing Agricultural University, Nanjing 210095, China.
Bradley S MooreCenter for Marine Biotechnology and Biomedicine, Scripps Institution of Oceanography, University of California, San Diego, La Jolla, California 92093, United States.ORCID 0000-0002-4652-1253
Kendall N HoukDepartment of Chemistry and Biochemistry, University of California, Los Angeles, California 90095, United States.ORCID 0000-0002-8387-5261
Fang LiuCollege of Sciences, Nanjing Agricultural University, Nanjing 210095, China.
Jonathan H GeorgeDepartment of Chemistry, University of Adelaide, Adelaide, SA 5005, Australia.ORCID 0000-0002-7330-2160
The University of Adelaide · AUNanjing Agricultural University · CNScripps Institution of Oceanography · USUniversity of California, Los Angeles · US

Funding

ENGINEERING DIVERSITY WITH ENTEROCIN BIOSYNTHESIS GENER01AI047818 · NIAID · UNIVERSITY OF CALIFORNIA, SAN DIEGO · PI MOORE, BRADLEY S · 2000 to 2022
$5.2M
NIAID NIH HHS R01 AI047818
6 · The paper itself

Abstract

Motivated by the biosynthesis of azamerone, we report the first example of a diazo-Hooker reaction, which involves the formation of a phthalazine ring system by the oxidative rearrangement of a diazoketone. Computational studies indicate that the diazo-Hooker reaction proceeds via an 8π-electrocyclization followed by ring contraction and aromatization. The biosynthetic origin of the diazoketone functional group was also chemically mimicked using a related natural product, naphterpin, as a model system.

Indexed as

PhthalazinesAza CompoundsAzo CompoundsBiological ProductsCyclizationKetonesMolecular StructureOxidation-ReductionAza CompoundsAzo CompoundsBiological ProductsKetonesPhthalazines

Identifiers

PMID34994200
PMCPMC9006554
OpenAlexW4206161772

What OpenQuestion holds

Textmetadata
LicenceTDM
Read underepoch 390

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.