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Record W3111155735 · doi:10.1139/cjc-2020-0355

Synthesis of sulfenyl dipyrroles via reaction of α-free pyrroles with thionyl chloride

2020· article· en· W3111155735 on OpenAlexafffundvenue
Michael H. R. Beh, Craig D. Smith, Katherine N. Robertson, Alison Thompson

Bibliographic record

VenueCanadian Journal of Chemistry · 2020
Typearticle
Languageen
FieldChemistry
TopicSulfur-Based Synthesis Techniques
Canadian institutionsSaint Mary's UniversityDalhousie University
FundersNatural Sciences and Engineering Research Council of CanadaDalhousie University
KeywordsChemistryThionyl chlorideSulfurMoietyFunctional groupCombinatorial chemistryChlorideOrganic chemistryStereochemistryMedicinal chemistry

Abstract

fetched live from OpenAlex

Sulfenyl dipyrroles feature two pyrroles linked via a sulfenyl bridge. The synthesis of sulfenyl dipyrroles has typically involved SCl 2 as the sulfur source. However, SCl 2 is no longer readily available within North America and Europe. Herein we report a new synthesis of sulfenyl dipyrroles using SOCl 2 as the sulfur source and reductant. Although five new sulfenyl dipyrroles were synthesized and isolated via this route, functional group tolerance proved limited. A potential mechanism for the reaction, involving reduction of a sulfinyl moiety by SOCl 2 , is briefly explored.

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)0.001
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 score0.009
Threshold uncertainty score0.959

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.001
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.000
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 head0.010
GPT teacher head0.193
Teacher spread0.183 · 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
Published2020
Admission routes3
Has abstractyes

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