Evidence map›Paper›PMID 38590535›Full record

ArticleBeilstein journal of organic chemistry2024

Regioselective quinazoline C2 modifications through the azide-tetrazole tautomeric equilibrium.

Dāgs Dāvis Līpiņš, Andris Jeminejs, Una Ušacka, Anatoly Mishnev, Māris Turks, Irina Novosjolova

Abstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Beilstein journal of organic chemistry, 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

6 authors.

Dāgs Dāvis LīpiņšFaculty of Natural Sciences and Technology, Riga Technical University, P. Valdena Str. 3, Riga, LV-1048, Latvia.ORCID https://orcid.org/0009-0007-8216-0890
Andris JeminejsFaculty of Natural Sciences and Technology, Riga Technical University, P. Valdena Str. 3, Riga, LV-1048, Latvia.
Una UšackaFaculty of Natural Sciences and Technology, Riga Technical University, P. Valdena Str. 3, Riga, LV-1048, Latvia.
Anatoly MishnevLatvian Institute of Organic Synthesis, Aizkraukles Str. 21, Riga, LV-1006, Latvia.ORCID https://orcid.org/0000-0001-9905-3257
Māris TurksFaculty of Natural Sciences and Technology, Riga Technical University, P. Valdena Str. 3, Riga, LV-1048, Latvia.ORCID https://orcid.org/0000-0001-5227-0369
Irina NovosjolovaFaculty of Natural Sciences and Technology, Riga Technical University, P. Valdena Str. 3, Riga, LV-1048, Latvia.ORCID https://orcid.org/0000-0002-9607-2222

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

2-Chloro-4-sulfonylquinazolines undergo functional group swap when treated with an azide nucleophile: 1) the azide replaces the sulfonyl group at the C4 position; 2) the intrinsic azide-tetrazole tautomeric equilibrium directs the nucleofugal sulfinate from the first step to replace chloride at the C2 position. This transformation is effective with quinazolines bearing electron-rich substituents. Therefore, the title transformations are demonstrated on the 6,7-dimethoxyquinazoline core, which is present in pharmaceutically active substances. The methodology application is showcased by transforming the obtained 4-azido-6,7-dimethoxy-2-sulfonylquinazolines into the α

Indexed as

4-azido-2-sulfonylquinazolinesaromatic nucleophilic substitutionazide–tetrazole equilibriumquinazolinessulfonyl group dance

Identifiers

PMID38590535
PMCPMC10999978

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.