HCID 3412875, compound → HCID 178431001, compound

HRID 1491047Notes

Reaction equation

HRID 1491047 reaction equation
O=C(NC1CC1)C1CCCCC1>C1=CCCC=CCC1.C1=CCCC=CCC1.C1CCCCC1.CC1(C)OBOC1(C)C.C[OH2+].C[OH2+].Cc1cnc2c(ccc3c(C)c(C)cnc32)c1C.[Ir].[Ir]>CC1(C)OB(C2CC2NC(=O)C2CCCCC2)OC1(C)C

Participants

6

Reactant 1

HCID 3412875HCID 3412875, compound

Product 1

HCID 178431001HCID 178431001, compoundYield 3%

Reagents, catalysts & solvents 4

HCID 742653,4,7,8-Tetramethyl-1,10-phenanthrolineReagentHCID 27347684,4,5,5-Tetramethyl[1,3,2]dioxaborolaneReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 8078CyclohexaneSolvent

Conditions

Temperature
80 °C

Procedure

1d (200 mg, 1.2 mmol) and HBpin (0.26 mL, 1.8 mmol) were used. Purification was performed by MPLC (hexane/ethyl acetate = 7:3 to 2:3) to afford a mixture of 1d and 2d (NMR yield 3%). The mixture was purified again by GPC to afford 2d as a white solid. 1

Sources & evidence

ORD record
ord-a31aef1a5072446b863d5adb1a29b4f2
Source dataset
Borylation dataset from Roche

Reaction notes

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