2-Bromobenzaldehyde → 2-Bromo-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehyde

HRID 1490641Notes

Reaction equation

HRID 1490641 reaction equation
O=Cc1ccccc1Br>C1=CCCC=CCC1.C1=CCCC=CCC1.C1CCOC1.CC(C)(C)N.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.CC1(C)OBOC1(C)C.C[OH2+].C[OH2+].Nc1cccc2cccnc12.[Ir].[Ir]>CC1(C)OB(c2cccc(Br)c2C=O)OC1(C)C

Participants

8

Reactant 1

HCID 811292-Bromobenzaldehyde

Product 1

HCID 1272636812-Bromo-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzaldehydeYield 21%

Reagents, catalysts & solvents 6

HCID 6385Tert-ButylamineReagentHCID 113598-AminoquinolineReagentHCID 2733548Bis(pinacolato)diboraneReagentHCID 27347684,4,5,5-Tetramethyl[1,3,2]dioxaborolaneReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
90 °C

Sources & evidence

ORD record
ord-df982dac462a4de3b9ddff78b88fd6bb
Source dataset
Borylation dataset from Roche

Reaction notes

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