Three‐Component Coupling of α‐Trifluoromethyl Carbonyls, Azides and Amines for the Regioselective Synthesis of 1,4,5‐Trisubstituted 1,2,3‐Triazoles
Bibliographic record
Abstract
Abstract A metal‐free three‐component coupling of α‐CF 3 carbonyls, azides and amines for the regioselective synthesis of 1,4,5‐trisubstituted 1,2,3‐triazoles in the air is established. Various substituted 4‐amide 1,2,3‐triazoles were obtained when the enolizable α‐CF 3 ketones were applied in aqueous reaction medium. Control and 18 O‐labelling experiments revealed that the in situ generated β‐oxo amide was responsible for the formal oxygen‐shift and the subsequent [3+2] cycloaddition reaction, with amine as both the catalyst and reactant. In the case of non‐enolizable α‐CF 3 esters, the densely functionalized 5‐amino 1,2,3‐triazoles were achieved exclusively, which could enable the late‐stage functionalization of complex biological molecules. magnified image
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How this classification was reachedexpand
Full frame machine prediction
Teacher imitationNot calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.
Distilled classifier scores by category (both heads)
| Category | Codex | Gemma |
|---|---|---|
| Metaresearch | 0.000 | 0.000 |
| Meta-epidemiology (narrow) | 0.001 | 0.000 |
| Meta-epidemiology (broad) | 0.000 | 0.000 |
| Bibliometrics | 0.000 | 0.000 |
| Science and technology studies | 0.000 | 0.000 |
| Scholarly communication | 0.000 | 0.000 |
| Open science | 0.000 | 0.000 |
| Research integrity | 0.000 | 0.000 |
| Insufficient payload (model declined to judge) | 0.002 | 0.001 |
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.
score_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from itClassification
machine, unvalidatedMachine predicted; a candidate call from one source (direct Gemma or distilled Codex), not a consensus.
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".