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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1491146Generated: October 31, 2026

Benzene, 1-methyl-3-(methylthio)- → 4,4,5,5-Tetramethyl-2-(4-methyl-2-(methylthio)phenyl)-1,3,2-dioxaborolane

https://huagongshe.com/reaction/1491146

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzene, 1-methyl-3-(methylthio)-HCID 21005—
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-(4-methyl-2-(methylthio)phenyl)-1,3,2-dioxaborolaneHCID 13837587364%

Reaction Conditions

Temperature55 °C

Reaction Steps

Ligand 3f: A mixture of ortho- and meta-borylated products (85 mg, 64% yield, ortho/meta + para = >30); ortho-borylated product 4j was obtained by further purification by GPC (76 mg, 58% yield), yellow solid (mp. 58-60 oC)

Provenance & Evidence

DOI10.1002/anie.201610041
Source datasetBorylation dataset from Roche
ORD IDord-af10b59ddcf44a2ea87f0362701426e9
Source noteBorylation dataset from Roche