HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1491157Generated: November 1, 2026
3-Bromothioanisole → 2-[3-Bromo-5-(methylsulfanyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
https://huagongshe.com/reaction/1491157
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Bromothioanisole | HCID 2735627 | — |
| 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 | 2-[3-Bromo-5-(methylsulfanyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 53217130 | 63% |
| Product | HCID 138982948 | HCID 138982948 | 9% |
Reaction Steps
dtbpy: A mixture of ortho- and meta-borylated products (118 mg, 72% yield, ortho/meta + para = 0.13); meta-Isomer 5o was obtained by further purification of the crude mixture by GPC (86 mg, 52% yield), yellow oil;
Provenance & Evidence
| DOI | 10.1002/anie.201610041 |
|---|
| Source dataset | Borylation dataset from Roche |
|---|
| ORD ID | ord-cc0c57e9ba0a48099ad2bf31d9104279 |
|---|
| Source note | Borylation dataset from Roche |
|---|
