alpha,alpha,alpha,3-Tetrafluorotoluene → 2-[2-Fluoro-4-(trifluoromethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

HRID 1490664Notes

Reaction equation

HRID 1490664 reaction equation
Fc1cccc(C(F)(F)F)c1>C1=CCCC=CCC1.C1=CCCC=CCC1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.CCN(C(C)C)C(C)C.C[OH2+].C[OH2+].[Ir].[Ir]>CC1(C)OB(c2ccc(C(F)(F)F)cc2F)OC1(C)C

Participants

5

Reactant 1

HCID 67867alpha,alpha,alpha,3-Tetrafluorotoluene

Product 1

HCID 177502482-[2-Fluoro-4-(trifluoromethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneYield 59%

Reagents, catalysts & solvents 3

HCID 2733548Bis(pinacolato)diboraneReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 81531DiisopropylethylamineSolvent

Conditions

Temperature
60 °C

Sources & evidence

ORD record
ord-a7482329245144dfb669b1aba3030bce
Source dataset
Borylation dataset from Roche

Reaction notes

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