Cu/Pd-Catalyzed Synthesis of Fully Decorated Polycyclic Triazoles: Introducing C–H Functionalization to Multicomponent Multicatalytic Reactions ((MC)<sup>2</sup>R)
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Bibliographic record
Abstract
A robust method for the dual-metal-catalyzed combination of organic azides, terminal alkynes, and internal alkynes is reported. The reaction is initiated with a chemoselective copper-catalyzed azide alkyne cycloaddition (CuAAC) followed by a palladium-catalyzed incorporation of an internal alkyne. The simple one-pot procedure introduces C–H functionalization to the growing field of multicomponent multicatalytic reactions ((MC) 2 R). With inexpensive CuI and the Herrmann–Beller palladacycle as catalysts, four bonds and two heterocyclic rings are created with HI as the sole byproduct. The broad scope with respect to all components showcases this versatile transformation, leading to a new class of fully substituted polycyclic triazoles. 1 H NMR and deuterium-labeling studies provide insight into the rate differences of the copper and palladium steps.
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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 | 0.002 |
| Meta-epidemiology (narrow) | 0.000 | 0.000 |
| Meta-epidemiology (broad) | 0.001 | 0.000 |
| Bibliometrics | 0.000 | 0.001 |
| Science and technology studies | 0.000 | 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) | 0.001 | 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