HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1491147Generated: October 31, 2026
Benzene, 1-methyl-3-(methylthio)- → 4,4,5,5-Tetramethyl-2-(3-methyl-5-(methylthio)phenyl)-1,3,2-dioxaborolane
https://huagongshe.com/reaction/1491147
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzene, 1-methyl-3-(methylthio)- | HCID 21005 | — |
| Reagent | 4,4'-Dimethyl-2,2'-bipyridine | HCID 14338 | — |
| Reagent | Bis(pinacolato)diborane | HCID 2733548 | — |
| Catalyst | Bis(1,5-cyclooctadiene)dimethoxydiiridium | HCID 76001521 | — |
| Solvent | P-Xylene | HCID 7809 | — |
| Product | 4,4,5,5-Tetramethyl-2-(4-methyl-2-(methylthio)phenyl)-1,3,2-dioxaborolane | HCID 138375873 | 10% |
| Product | 4,4,5,5-Tetramethyl-2-(3-methyl-5-(methylthio)phenyl)-1,3,2-dioxaborolane | HCID 164891885 | 52% |
Reaction Steps
dtbpy: A mixture of ortho- and meta-borylated products (82 mg, 62% yield, ortho/meta + para = 0.16); meta-Isomer 5j was obtained by further purification by GPC (65 mg, 48% yield), white solid;
Provenance & Evidence
| DOI | 10.1002/anie.201610041 |
|---|
| Source dataset | Borylation dataset from Roche |
|---|
| ORD ID | ord-5c6ce2a28c9749d281016644e487345d |
|---|
| Source note | Borylation dataset from Roche |
|---|
