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Record W4413796377 · doi:10.1021/acs.orglett.5c02821

Development of a HAT Reagent for the Decarboxylative Thiocyanation of Aliphatic Carboxylic Acids

2025· article· en· W4413796377 on OpenAlexafffund
Jordan Vigier, Tatiana Besset, H. Lebel

Bibliographic record

VenueOrganic Letters · 2025
Typearticle
Languageen
FieldChemistry
TopicSulfur-Based Synthesis Techniques
Canadian institutionsUniversité de MontréalCentre in Green Chemistry and Catalysis
FundersNatural Sciences and Engineering Research Council of CanadaUniversité de RouenCentre National de la Recherche ScientifiqueMitacsEuropean Regional Development FundFonds de recherche du Québec – Nature et technologiesRégion NormandieInstitut National des Sciences Appliquées RouenUniversité de MontréalAgence Nationale de la Recherche
KeywordsChemistryReagentPrimary (astronomy)Carboxylic acidOrganic chemistry

Abstract

fetched live from OpenAlex

A novel reagent for the decarboxylative thiocyanation of nonactivated aliphatic carboxylic acids by HAT has been synthesized. The transition metal-free process involved the use of an organic photocatalyst and blue light irradiation. Primary, secondary and tertiary aliphatic carboxylic acids as well as amino carboxylic acids and fatty carboxylic acids were converted to the corresponding thiocyanates in good to excellent yields. The scalability of the process was demonstrated in continuous flow chemistry, enabling rapid access to high value-added thiocyanates as building blocks.

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 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)0.000
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 score0.013
Threshold uncertainty score0.451

Codex and Gemma teacher scores by category

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)0.0000.000

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 head0.015
GPT teacher head0.256
Teacher spread0.241 · 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 teacher head, not a consensus.

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

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

Citations1
Published2025
Admission routes2
Has abstractyes

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