A Convenient Synthesis of Indolo- and Pyrrolobenzazepines via a Threefold Norbornene-Mediated Domino Reaction
Why this work is in the frame
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Bibliographic record
Abstract
A practical synthesis of a novel class of fused heterocycles was developed from 1-(2-iodobenzyl)-1H-pyrrole and -indoles with various bromoalkyl aryl alkynes. This palladium(0)-catalyzed norbornene-mediated domino reaction allows the efficient formation of three carbon-carbon bonds in a one-pot procedure with PdCl2 and tri-2-furylphosphine (TFP), in the presence of norbornene and Cs2CO3 in acetonitrile at 90 ˚C. New seven-membered-ring fused heterocycles are obtained in moderate to excellent yields.
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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) | 0.000 | 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) | 0.000 | 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