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Record W2028902966 · doi:10.1002/adsc.201400147

CH Activation by Amide Chelation Control: Ruthenium‐ Catalyzed Direct Synthesis of 2‐Aryl‐3‐furanamides

2014· article· en· W2028902966 on OpenAlexafffund
Yigang Zhao, Victor Snieckus

Bibliographic record

VenueAdvanced Synthesis & Catalysis · 2014
Typearticle
Languageen
FieldChemistry
TopicCatalytic C–H Functionalization Methods
Canadian institutionsQueen's University
FundersNatural Sciences and Engineering Research Council of Canada
KeywordsChemistryMetalationRutheniumArylRegioselectivityCatalysisCombinatorial chemistryAmideCoupling reactionChelationOrganic chemistry

Abstract

fetched live from OpenAlex

Abstract A new, catalytic methodology for the synthesis of heterobiaryls by the ruthenium‐catalyzed CH activation/cross‐coupling of heterocyclic amides with aryl boroneopentylates is surveyed. From this survey, the highly regioselective reaction of furan‐3‐carboxamide to give 2‐aryl‐3‐furanamides is optimized and generalized in scope with respect to the aryl boroneopentylate coupling partners. Established thereby is a one‐step synthetic method which may supercede the broadly applied two‐step directed ortho metalation (DoM)–cross coupling reaction involving cryogenic and strong base conditions and which has potential for further ortho and remote metalation chemistry. magnified image

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.

How this classification was reachedexpand

Full frame machine prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.

metaresearch head score (Codex)0.000
metaresearch head score (Gemma)0.000
Version: metacan-v3-hybrid-931329e0061cValidation 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: Methods · Consensus signal: none
Teacher disagreement score0.001
Threshold uncertainty score0.005

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0010.001

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 head0.007
GPT teacher head0.242
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

Classification

machine, unvalidated

Machine predicted; a candidate call from one source (direct Gemma or distilled Codex), not a consensus.

The models applied no category: nothing in the taxonomy fit this work.
Study designBench or experimental
Domainnot available
GenreMethods

How this classification was reached, model by model and score by score, is at the end of the page under "How this classification was reached".

Quick stats

Citations33
Published2014
Admission routes2
Has abstractyes

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