MétaCan
Menu
Back to cohort
Record W2474492018 · doi:10.1021/acscatal.6b00858

Cu/Pd-Catalyzed Synthesis of Fully Decorated Polycyclic Triazoles: Introducing C–H Functionalization to Multicomponent Multicatalytic Reactions ((MC)<sup>2</sup>R)

2016· article· en· W2474492018 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.

affAt least one author lists a Canadian institution in the pinned OpenAlex snapshot.
fundA Canadian funder is recorded on the work.

Bibliographic record

VenueACS Catalysis · 2016
Typearticle
Languageen
FieldChemistry
TopicClick Chemistry and Applications
Canadian institutionsUniversity of Toronto
FundersNatural Sciences and Engineering Research Council of CanadaUniversity of TorontoCanada Council for the ArtsAlphora Research
KeywordsCatalysisCycloadditionChemistryPalladiumAlkyneCombinatorial chemistrySurface modificationCopperAzideOrganic synthesisOrganic chemistryPolymer chemistry

Abstract

fetched live from OpenAlex

A robust method for the dual-metal-catalyzed combination of organic azides, terminal alkynes, and internal alkynes is reported. The reaction is initiated with a chemoselective copper-catalyzed azide alkyne cycloaddition (CuAAC) followed by a palladium-catalyzed incorporation of an internal alkyne. The simple one-pot procedure introduces C–H functionalization to the growing field of multicomponent multicatalytic reactions ((MC) 2 R). With inexpensive CuI and the Herrmann–Beller palladacycle as catalysts, four bonds and two heterocyclic rings are created with HI as the sole byproduct. The broad scope with respect to all components showcases this versatile transformation, leading to a new class of fully substituted polycyclic triazoles. 1 H NMR and deuterium-labeling studies provide insight into the rate differences of the copper and palladium steps.

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)0.002
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow)
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 score0.011
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.002
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.001
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0010.000

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 head0.015
GPT teacher head0.249
Teacher spread0.234 · 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