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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1491139Generated: October 25, 2026

4-Bromothioanisole → 2-(5-Bromo-2-methylsulfanylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

https://huagongshe.com/reaction/1491139

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-BromothioanisoleHCID 66037—
Reagent4,4'-Dimethyl-2,2'-bipyridineHCID 14338—
ReagentBis(pinacolato)diboraneHCID 2733548—
CatalystBis(1,5-cyclooctadiene)dimethoxydiiridiumHCID 76001521—
SolventP-XyleneHCID 7809—
Product2-(5-Bromo-2-methylsulfanylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 13251026157%
ProductHCID 178503104HCID 17850310419%

Reaction Conditions

Temperature55 °C

Reaction Steps

dtbpy: A mixture of ortho- and meta-borylated products (125 mg, 76% yield, ortho/meta + para = 3.0); yellow oil;

Provenance & Evidence

DOI10.1002/anie.201610041
Source datasetBorylation dataset from Roche
ORD IDord-599a909af57c4391868aa64e3ee286a1
Source noteBorylation dataset from Roche