Three‐Component Coupling of α‐Trifluoromethyl Carbonyls, Azides and Amines for the Regioselective Synthesis of 1,4,5‐Trisubstituted 1,2,3‐Triazoles
Why this work is in the frame
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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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Full frame distilled prediction
Teacher imitationNot 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.
Codex and Gemma teacher scores by category
| Category | Codex | Gemma |
|---|---|---|
| Metaresearch | 0.000 | 0.001 |
| Meta-epidemiology (narrow) | 0.000 | 0.000 |
| Meta-epidemiology (broad) | 0.001 | 0.000 |
| Bibliometrics | 0.000 | 0.001 |
| Science and technology studies | 0.001 | 0.000 |
| Scholarly communication | 0.000 | 0.000 |
| Open science | 0.001 | 0.000 |
| Research integrity | 0.000 | 0.000 |
| Insufficient payload (model declined to judge) | 0.000 | 0.000 |
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.
score_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from it