HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1491138Generated: October 25, 2026
4-Bromothioanisole → 2-(5-Bromo-2-methylsulfanylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
https://huagongshe.com/reaction/1491138
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Bromothioanisole | HCID 66037 | — |
| 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 | 2-(5-Bromo-2-methylsulfanylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 132510261 | 74% |
| Product | HCID 178503104 | HCID 178503104 | 11% |
Reaction Steps
Ligand 3f: A mixture of ortho- and meta-borylated products (139 mg, 85% yield, ortho/meta + para = 6.6); ortho-borylated product 4f was obtained by further purification by GPC (101 mg, 62% yield), yellow solid (mp. 88-90 oC)
Provenance & Evidence
| DOI | 10.1002/anie.201610041 |
|---|
| Source dataset | Borylation dataset from Roche |
|---|
| ORD ID | ord-344f37acfe63498da614c14da31d0868 |
|---|
| Source note | Borylation dataset from Roche |
|---|
