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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1491140Generated: October 25, 2026

4-Phenylthioanisole → 4,4,5,5-Tetramethyl-2-(2-methylsulfanyl-5-phenylphenyl)-1,3,2-dioxaborolane

https://huagongshe.com/reaction/1491140

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-PhenylthioanisoleHCID 11019897—
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—
Product4,4,5,5-Tetramethyl-2-(2-methylsulfanyl-5-phenylphenyl)-1,3,2-dioxaborolaneHCID 13251026286%

Reaction Conditions

Temperature55 °C

Reaction Steps

Ligand 3f: A mixture of ortho- and meta-borylated products (140 mg, 86% yield, ortho/meta + para = >30); ortho-borylated product 4g was obtained by further purification by GPC (128 mg, 79% yield), white solid (mp. 116-118 oC)

Provenance & Evidence

DOI10.1002/anie.201610041
Source datasetBorylation dataset from Roche
ORD IDord-a2d89378380b4f06b6a03649928343ec
Source noteBorylation dataset from Roche