A Versatile Carbonylative Approach to Ureas and Carbamates through Light Activated Nickel Catalyzed Formation of Aliphatic Isocyanates
Bibliographic record
Abstract
We describe the development of a nickel-catalyzed route to prepare aliphatic isocyanates via carbonylation chemistry. Unlike thermal reactions, where the affinity of Ni(0) for carbon monoxide has traditionally limited its use in carbonylations, mechanistic studies suggest that visible light excitation of a Xantphos-bound nickel catalyst can enable a radical pathway for the carbonylation of alkyl halides, while the CO-bound nickel drives the formation of a reactive acyl azide product for rapid Curtius rearrangement. Coupling this transformation with subsequent nucleophilic reactions has opened a unique and modular pathway to apply carbonylations to the synthesis of an array of diversely substituted, unsymmetrical ureas and carbamates, including those of relevance to drug design.
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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 | 0.001 |
| Open science | 0.000 | 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 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".