HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1491146Generated: October 31, 2026
Benzene, 1-methyl-3-(methylthio)- → 4,4,5,5-Tetramethyl-2-(4-methyl-2-(methylthio)phenyl)-1,3,2-dioxaborolane
https://huagongshe.com/reaction/1491146
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzene, 1-methyl-3-(methylthio)- | HCID 21005 | — |
| Reagent | Bis(pinacolato)diborane | HCID 2733548 | — |
| Reagent | 2-Pyridin-2-yl-5-[2-[4-(trifluoromethyl)-1,3,2-dioxaborolan-2-yl]phenyl]pyridine | HCID 134956623 | — |
| 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 | 64% |
Reaction Steps
Ligand 3f: A mixture of ortho- and meta-borylated products (85 mg, 64% yield, ortho/meta + para = >30); ortho-borylated product 4j was obtained by further purification by GPC (76 mg, 58% yield), yellow solid (mp. 58-60 oC)
Provenance & Evidence
| DOI | 10.1002/anie.201610041 |
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| Source dataset | Borylation dataset from Roche |
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| ORD ID | ord-af10b59ddcf44a2ea87f0362701426e9 |
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| Source note | Borylation dataset from Roche |
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