Hydrophosphorylation of C=O/N Bonds Using Organophosphine Oxides or Sulfides
Why this work is in the frame
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Bibliographic record
Abstract
Abstract α‐Functionalized phosphorus compounds are an important class of biologically relevant molecules. The synthesis of these compounds often proceeds through the hydrophosphorylation of a C=E bond, with the most well‐known transformation being the Kabachnik‐Fields reaction. The nature of the phosphorus reagent is an important aspect of the hydrophosphorylation reaction. The Kabachnik‐Fields reaction uses H‐phosphonates (RO) 2 P(O)H, and similarities are often applied to 2° phosphine chalcogenides (R 2 P(Ch)H). However, the reactivities of the P−C and P−OR molecules differ quite dramatically, which changes the operative mechanism as well as subsequent downstream chemistry. We provide an in‐depth analysis of hydrophosphorylation of C=E (E=O, N) bonds with organophosphine chalcogenides. Additional discussion and a critical appraisal are provided on the similarities and differences between the H‐phosphonate and phosphine chalcogenide chemistry.
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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 | 0.001 | 0.001 |
| 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 | 0.001 |
| Insufficient payload (model declined to judge) | 0.006 | 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