Sequential Transformations of Organosulfones on the Basis of Properties of Sulfonyl Groups
Bibliographic record
Abstract
Organosulfone is a chemically-stable and versatile reagent in organic synthesis. The sulfonyl group is a strong electron-withdrawing substituent that permits the rapid functionalization of adjacent positions via deprotonation/alkylation, arylation, or conjugation addition reactions. However, after these reactions, removal of the sulfonyl group using highly reducing reagents is virtually the main choice. Therefore, the development of new methods to introduce various functional groups in the place of sulfonyl group will provide tremendous opportunities for straightforward synthesis of complex molecules. Recently our group has developed several new transformations of sulfone derivatives as reacting templates through α-functionalization followed by carbon-sulfonyl (C-SO2) bond activation. To activate C-SO2 bonds, we have established a new strategy focusing on the development of new catalysis/reagents and the design of sulfonyl groups. These methods could provide facile access to a variety of multiply-arylated structures such as di-, tri-, and tetraarylmethanes from stable and readily available reagents. In addition, the rapid preparation of α-fluorinated arylmethane derivatives by combination with selective α-fluorination of benzyl triflones was achieved, which opens up avenues for the development of unexplored biomolecules. Importantly, this work highlights the unique property of organosulfone to functionalize sp3 carbon centers in a modular manner.
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How this classification was reachedexpand
Full frame machine prediction
Teacher imitationNot calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.
Distilled classifier scores by category (both heads)
| Category | Codex | Gemma |
|---|---|---|
| Metaresearch | 0.000 | 0.000 |
| Meta-epidemiology (narrow) | 0.001 | 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) | 0.001 | 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 source (direct Gemma or distilled Codex), 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".