Back
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

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloro-3-(methylthio)benzeneHCID 97585—
Reagent4,4'-Dimethyl-2,2'-bipyridineHCID 14338—
ReagentBis(pinacolato)diboraneHCID 2733548—
CatalystBis(1,5-cyclooctadiene)dimethoxydiiridiumHCID 76001521—
SolventP-XyleneHCID 7809—
Product2-[3-Chloro-5-(methylsulfanyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 5321724575%

Reaction Conditions

Temperature55 °C

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

DOI10.1002/anie.201610041
Source datasetBorylation dataset from Roche
ORD IDord-ea22c733887e472dac3d22ee72ddf6f5
Source noteBorylation dataset from Roche