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Record W2769376432 · doi:10.1021/acs.organomet.7b00702

Synthesis and Reactivity of Model Intermediates Proposed for the Pd-Catalyzed Remote C–H Functionalization of <i>N</i>-(2-Haloaryl)acrylamides

2017· article· en· W2769376432 on OpenAlex
Marta Pérez‐Gómez, Leticia Navarro, Isabel Saura‐Llamas, Delia Bautista, Mark Lautens, José-Antonio Garcı́a-López

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

VenueOrganometallics · 2017
Typearticle
Languageen
FieldChemistry
TopicCatalytic C–H Functionalization Methods
Canadian institutionsUniversity of Toronto
FundersUniversity of TorontoMinisterio de Economía y CompetitividadAlphora ResearchNatural Sciences and Engineering Research Council of CanadaFundación Séneca
KeywordsChemistryReactivity (psychology)Surface modificationCatalysisAryneAlkylCombinatorial chemistryMedicinal chemistryStereochemistryOrganic chemistry

Abstract

fetched live from OpenAlex

We have studied the possible reaction pathways operating in the Pd-catalyzed remote C–H functionalization of N -(2-haloaryl)acrylamides from an organometallic approach. We have isolated and characterized several proposed reaction intermediates, such as σ-alkyl-Pd complexes and spiro C, C -palladacycles, and evaluated the role of the base and the auxiliary ligands coordinated to Pd in the remote C–H activation process. In addition, the reactivity of these intermediates toward different unsaturated species such as benzyne, alkynes, and isocyanides has been studied in order to gain further insight into the reaction mechanism leading to functionalized spiro-oxoindoles.

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)0.004
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 score0.296
Threshold uncertainty score0.578

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.004
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)0.0000.000

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 head0.040
GPT teacher head0.288
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