Thioanisole → 2-Methylsulfanylphenylboronic acid, pinacol ester

HRID 1491126Notes

Reaction equation

HRID 1491126 reaction equation
CSc1ccccc1>C1=CCCC=CCC1.C1=CCCC=CCC1.CC1(C)COB(c2ccccc2-c2ccc(-c3ccccn3)nc2)OC1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.C[OH2+].C[OH2+].Cc1ccc(C)cc1.[Ir].[Ir]>CSc1ccccc1B1OC(C)(C)C(C)(C)O1

Participants

6

Reactant 1

HCID 7520Thioanisole

Product 1

HCID 177502722-Methylsulfanylphenylboronic acid, pinacol esterYield 55%

Reagents, catalysts & solvents 4

HCID 2733548Bis(pinacolato)diboraneReagentHCID 1389827785-[2-(5,5-Dimethyl-1,3,2-dioxaborinan-2-yl)phenyl]-2-pyridin-2-ylpyridineReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 7809P-XyleneSolvent

Conditions

Temperature
55 °C

Sources & evidence

ORD record
ord-e433dc4bac764f8fb18193cef21f30a1
Source dataset
Borylation dataset from Roche

Reaction notes

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