MétaCan
Menu
Back to cohort
Record W4389509237 · doi:10.1002/adsc.202301061

Copper‐Catalyzed α‐Arylation of Sulfoxonium Ylides Using Hypervalent Iodine Compounds

2023· article· en· W4389509237 on OpenAlex
Radell Echemendía, Avery J. To, Graham K. Murphy, Antonio C. B. Burtoloso

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

VenueAdvanced Synthesis & Catalysis · 2023
Typearticle
Languageen
FieldChemistry
TopicCatalytic C–H Functionalization Methods
Canadian institutionsUniversity of Waterloo
Fundersnot available
KeywordsHypervalent moleculeChemistryYlideElectrophileArylNucleophileCatalysisCombinatorial chemistryMesityleneOrganic chemistryAlkylIodine

Abstract

fetched live from OpenAlex

Abstract A Cu(I)‐catalyzed synthesis of α‐arylated sulfoxonium ylides has been achieved from mesitylene‐derived diaryliodonium salts and α‐carbonyl sulfoxonium ylides. The reaction is believed to proceed via an electrophilic Cu(III)‐aryl intermediate that can be trapped upon nucleophilic attack of the sulfoxonium ylide precursor. The reaction was tolerant to both α‐keto and α‐ester‐derived sulfoxonium ylides, to drug‐derived ylide motifs and to electronically‐diverse arenes, and enabled the direct synthesis of 32 α‐aryl‐sulfoxonium ylides in 42–85% yield.

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)0.001
metaresearch head score (Gemma)0.002
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 score0.014
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.002
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.002
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0010.000

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 head0.043
GPT teacher head0.307
Teacher spread0.264 · 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