HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1491155Generated: October 31, 2026
1-Chloro-3-(methylthio)benzene → 2-[3-Chloro-5-(methylsulfanyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
https://huagongshe.com/reaction/1491155
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Chloro-3-(methylthio)benzene | HCID 97585 | — |
| 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-Chloro-5-(methylsulfanyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 53217245 | 75% |
Reaction Steps
dtbpy: A mixture of ortho- and meta-borylated products (107 mg, 75% yield, ortho/meta + para = <0.01); meta-iIsomer 5n was obtained by further purification by GPC (93 mg, 66% yield), yellow oil;
Provenance & Evidence
| DOI | 10.1002/anie.201610041 |
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| Source dataset | Borylation dataset from Roche |
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| ORD ID | ord-ea22c733887e472dac3d22ee72ddf6f5 |
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| Source note | Borylation dataset from Roche |
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