Applications of pentafluorophenyl boron reagents in the synthesis of heterocyclic and aromatic compounds
Bibliographic record
Abstract
Recently, main group reagents have attracted a lot of attention in bond-forming reactions in organic synthesis. This article highlights the use of pentafluorophenyl substituted boron reagents in their reactions with C=C and C≡C π-bonds for the synthesis of heterocyclic and aromatic compounds. These cyclisation reactions fall into four general classes although there is some overlap between classes and often combinations of these different types of reactivity are observed in the formation of the final heterocyclic product: (i) 1,2- (and 1,4-) additions of nucleophile and Lewis-acidic boron centre, (ii) 1,1-carboboration, (iii) carbocation rearrangements and (iv) cycloaddition chemistry. In addition, the prospect of using such boron reagents catalytically in the synthesis of aromatic compounds such as oxazoles and dibenzopentalene derivatives is emphasised.
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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 | 0.001 | 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 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".