Accessing and Utilizing Thiols in Organic Chemistry
Bibliographic record
Abstract
Thiols (mercaptans) are a versatile and indispensable class of organosulfur compounds in organic chemistry, known for their redox properties, nucleophilicity, and ability to form strong bonds with metals. They find application across several fields including synthesis, catalysis, chemical biology, and materials science. Despite these considerations, synthetic methodology towards thiols is not necessarily prioritized, and existing work in this area is seldom at the forefront. This review highlights a few of the significant instances of thiol-based chemistry and then provides an overview of strategies to synthesize them. While direct methods are presented, emphasis is placed on the concept of “masked thiols” as accessible yet inconspicuous thiol precursors, organized by structural class and the common procedures to “unmask” them. Additionally, a section on diversification demonstrates the foundational synthetic utility thiols have in reaching other sulfur-containing functional groups.
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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 | 0.001 |
| Meta-epidemiology (narrow) | 0.000 | 0.001 |
| Meta-epidemiology (broad) | 0.001 | 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 | 0.001 |
| Research integrity | 0.001 | 0.001 |
| Insufficient payload (model declined to judge) | 0.012 | 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".