HCID 3577044, compound → HCID 178454434, compound

HRID 1491046Notes

Reaction equation

HRID 1491046 reaction equation
CC(C)C(=O)NC1CC1>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]>CC(C)C(=O)NC1CC1B1OC(C)(C)C(C)(C)O1

Participants

6

Reactant 1

HCID 3577044HCID 3577044, compound

Product 1

HCID 178454434HCID 178454434, compoundYield 7%

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

1b (200 mg, 1.6 mmol) and HBpin (0.34 mL, 2.4 mmol) were used. Purification was performed by MPLC (hexane/ethyl acetate = 7:3 to 3:7) to afford a mixture of 1b and 2b (NMR yield 7%). The mixture was purified again by GPC to afford 2b as a white solid.

Sources & evidence

ORD record
ord-bbd54f9e2cdf406083aec23c7938046d
Source dataset
Borylation dataset from Roche

Reaction notes

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