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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1491132Generated: October 26, 2026

1-Methoxy-4-(methylthio)benzene → 2-(5-Methoxy-2-methylsulfanylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

https://huagongshe.com/reaction/1491132

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Methoxy-4-(methylthio)benzeneHCID 15885—
ReagentBis(pinacolato)diboraneHCID 2733548—
Reagent2-Pyridin-2-yl-5-[2-[4-(trifluoromethyl)-1,3,2-dioxaborolan-2-yl]phenyl]pyridineHCID 134956623—
CatalystBis(1,5-cyclooctadiene)dimethoxydiiridiumHCID 76001521—
SolventP-XyleneHCID 7809—
Product2-(5-Methoxy-2-methylsulfanylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 13251026066%

Reaction Conditions

Temperature55 °C

Reaction Steps

Ligand 3f: A mixture of ortho- and meta-borylated products (92 mg, 66% yield, ortho/meta + para = >20); ortho-borylated product 4c was obtained by further purification by GPC (70 mg, 50% yield), white solid (mp. 71-73 oC)

Provenance & Evidence

DOI10.1002/anie.201610041
Source datasetBorylation dataset from Roche
ORD IDord-2aa42d9e8bac447fb49a48f178396241
Source noteBorylation dataset from Roche