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Record W2587035931 · doi:10.1021/acs.joc.6b03057

Transition-Metal-Free Alkynylation of 2-Oxindoles through Radical–Radical Coupling

2017· article· en· W2587035931 on OpenAlex
Liang Cheng, Jiejie Liu, Dong Wang, Li Liu, Chao‐Jun Li

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

VenueThe Journal of Organic Chemistry · 2017
Typearticle
Languageen
FieldChemistry
TopicCatalytic C–H Functionalization Methods
Canadian institutionsMcGill University
FundersGovernment of Shandong ProvinceNatural Science Foundation of Beijing MunicipalityMinistry of Science and Technology of the People's Republic of ChinaChinese Academy of SciencesNational Natural Science Foundation of ChinaChina Association for Science and Technology
KeywordsChemistryAlkynylationTransition metalCoupling (piping)RadicalPhotochemistryCombinatorial chemistryComputational chemistryOrganic chemistryCatalysisMetallurgy

Abstract

fetched live from OpenAlex

An effective transition-metal-free approach for the synthesis of 3-alkynyl-2-oxindoles through a radical-radical coupling process was developed. The reaction was general with respect to 2-oxindoles and iodoalkynes and provided the desired products bearing a quaternary center at C3 in good to excellent yields, making this method synthetically viable and attractive for the synthesis of spiro and fused 2-oxindole derivatives.

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 categoriesInsufficient 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 score0.049
Threshold uncertainty score0.994

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.002
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0000.001
Scholarly communication0.0000.000
Open science0.0010.000
Research integrity0.0000.001
Insufficient payload (model declined to judge)0.0070.000

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 head0.024
GPT teacher head0.284
Teacher spread0.260 · 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