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Record W2765704914 · doi:10.1002/ejoc.201701276

Domino Reactions of Chromone‐3‐carboxylic Acids with Aminoheterocycles: Synthesis of Heteroannulated Pyrido[2,3‐<i>c</i>]coumarins and their Optical and Biological Activity

2017· article· en· W2765704914 on OpenAlex
Mariia Miliutina, Julia Janke, Elena Chirkina, Sidra Hassan, Syeda Abida Ejaz, Shafi Ullah Khan, Jamshed Iqbal, Aleksej Friedrich, Stefan Lochbrunner, А. С. Иванов, Alexander Villinger, Joanna Lecka, Jean Sévigny, Peter Langer

Why this work is in the frame

A frame that forgets how it found something cannot be audited. These are the routes that admitted this work.

affAt least one author lists a Canadian institution in the pinned OpenAlex snapshot.

Bibliographic record

VenueEuropean Journal of Organic Chemistry · 2017
Typearticle
Languageen
FieldChemistry
TopicClick Chemistry and Applications
Canadian institutionsUniversité Laval
FundersDeutscher Akademischer Austauschdienst
KeywordsChemistryChromoneCoumarinDominoPyridinePyrazoleCarboxylic acidStereochemistryPyrroleCascade reactionOrganic chemistryCombinatorial chemistryCatalysis

Abstract

fetched live from OpenAlex

A series of new heteroannulated pyrido[2,3‐ c ]coumarins have been prepared by the domino reactions of chromone‐3‐carboxylic acid derivatives with electron‐rich binucleophilic aminoheterocycles. The products contain the core structures of coumarin, pyridine, and an annulated five‐membered heterocyclic system, namely pyrazole, pyrrole, or isoazole. The fluorescence of the products was investigated. The products inhibit ecto‐5′‐nucleotidase (e5′NT) enzymatic activity.

Fetched live from OpenAlex and de-inverted. Abstracts are not stored in this database: the inverted indexes are 8.6 GB of the frame’s 9.3 GB of text, and the host has 13 GB free.

Full frame distilled prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. Learned from the 10,348 direct Codex labels and 10,348 direct Gemma labels. Candidate is the union of thresholded teacher heads; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels or direct frontier model labels.

metaresearch head score (Codex)0.000
metaresearch head score (Gemma)0.000
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesnone
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Bench or experimental · Consensus signal: Bench or experimental
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.013
Threshold uncertainty score0.791

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.000
Science and technology studies0.0000.001
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0000.000

Machine scores (provisional)

The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.

Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.

Opus teacher head0.017
GPT teacher head0.221
Teacher spread0.203 · how far apart the two teachers sit on this one work
Validation statusscore_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from it