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Record W7132875370

Development and Application of N-acylation/Aza-Michael Addition Multicomponent Reaction of Di-/polyamines Using Trichloromethylketones as a Chemoselective Acylating Reagent

2023· dissertation· W7132875370 on OpenAlex

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

VenueTSpace · 2023
Typedissertation
Language
FieldChemistry
TopicMulticomponent Synthesis of Heterocycles
Canadian institutionsUniversity of Toronto
Fundersnot available
KeywordsAmine gas treatingReagentElectrophileCatalysisPrimary (astronomy)Reaction conditionsChemoselectivity
DOInot available

Abstract

fetched live from OpenAlex

Multicomponent reactions (MCRs) are a class of reactions comprising three or more components in situ offering an array of advantages such as atom economy, efficiency, scaffold variability, and convenience compared to conventional stepwise synthesis. Herein, utilization of trichloromethyl ketones as a chemoselective acylating agent for the primary amine of a di-/polyamine with simultaneous Aza-Michael addition at the secondary amine is elaborated. The optimal reaction condition for the MCR was screened with different solvents, catalysts, and catalyst concentrations. Upon establishing appropriate parameters wide assessment of scope of the reaction was carried out to determine the versatility and limitations of using different Michael acceptors, di-/ polyamines, trichloromethyl ketones, and other electrophiles (i.e., isothiocyanate, carbamoyl imidazole). The utility of the MCR method in the synthesis of natural products or biologically active small molecules has been attempted with total synthesis of enisorine D in a convergent fashion.

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)0.001
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow)
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 score0.030
Threshold uncertainty score0.999

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0010.001
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0010.001
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0010.001
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 head0.038
GPT teacher head0.340
Teacher spread0.302 · 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