The Directed <i>ortho</i> Metalation Reaction – A Point of Departure for New Synthetic Aromatic Chemistry
Bibliographic record
Abstract
This chapter contains sections titled: Introduction The DoM Reaction as a Methodological Tool The N-Cumyl Carboxamide, Sulfonamide, and O-Carbamate DMGs The Lithio Carboxylate and Carboxylate Ester DMGs The Di-tert-Butyl Phosphine Oxide DMG Heteroaromatic Directed ortho Metalation (HetDoM) in Methodological Practice π-Excessive Heteroaromatic Directed ortho Metalation (HetDoM) π-Deficient Heteroaromatic Directed ortho Metalation (HetDoM) The DoM–Transition Metal Catalyzed Aryl–Aryl Cross-Coupling Symbiosis The Suzuki–Miyaura–DoM Link Aryl O-Carbamate and S-Thiocarbamate–Grignard Cross-Coupling Reactions The DoM–Negishi Cross-Coupling Connection DoM–Derived Cross-Coupling Reactions. Synthetic Comparison of Boron, Zinc, and Magnesium Coupling Partners Beyond DoM: The Directed Remote Metalation (DreM) of Biaryl Amides and O-Carbamates – New Methodologies for Condensed Aromatics and Heteroaromatics Heteroatom-Bridged Biaryl DreM. General Anionic Friedel–Crafts Complements for Several Classes of Heterocycles Interfacing DoM with Emerging Synthetic Methods Closing Comments
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How this classification was reachedexpand
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 | 0.000 |
| Meta-epidemiology (narrow) | 0.000 | 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) | 0.009 | 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 itClassification
machine, unvalidatedMachine predicted; a candidate call from one teacher head, 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".