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Record W4399799065 · doi:10.5267/j.ccl.2024.5.003

Zn(OAc)2•2H2O- Catalyzed Synthesis of Chromeno[2,3-d] Pyrimidinones under Solvent-free Conditions

2024· article· en· W4399799065 on OpenAlex

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.

venuePublished in a venue whose home country is Canada.
no affNo Canadian affiliation: this work is invisible to an affiliation-only frame.
No Canadian affiliation. An affiliation-only frame, the usual design, would never have seen this work. It is one of the works that make the case for inverting the frame.

Bibliographic record

VenueCurrent Chemistry Letters · 2024
Typearticle
Languageen
FieldChemistry
TopicMulticomponent Synthesis of Heterocycles
Canadian institutionsnot available
Fundersnot available
KeywordsPyrimidinonesChemistryCatalysisSolventMedicinal chemistryCombinatorial chemistryOrganic chemistry

Abstract

fetched live from OpenAlex

Due to their high synthetic efficiency, multi-component reactions (MCRs) have shown to be extraordinarily effective at producing compounds in a single synthetic operation. The chromeno[2,3-d] pyrimidine moieties represent important building blocks in synthetic bioactive compounds. The reaction of barbituric acid, aldehydes, and cyclohexane-1,3-diones in the presence of zinc acetate (5 mol%) under neat conditions at 70 0C, yielded a facile and one-pot synthesis of corresponding chromeno[2,3-d]pyrimidineones. Thirteen compounds containing neutral, withdrawing and electron donating groups (H, NO2, -CN, -Cl; -OH, -CH3 and -OCH3) were synthesized in good, isolated yields ranging from 78-91%. The successful involvement of o-, m-, and p- substituted nitro benzaldehydes suggested that steric hindrance had no effect. All of the synthesized compounds are well-known, and this process is unique in that it makes use of zinc acetate, an accessible, low-cost Lewis acid catalyst.

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 categoriesMeta-epidemiology (narrow), Insufficient payload (model declined to judge)
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 score0.006
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0050.000

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 head0.025
GPT teacher head0.273
Teacher spread0.248 · 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