HCID 69848074, compound → HCID 135058202, compound

HRID 1491491Notes

Reaction equation

HRID 1491491 reaction equation
Clc1cccnc1-c1cccc2ccccc12>C(=NN(Cc1ccccc1)Cc1ccccc1)c1ccccn1.C1=CCCC=CCC1.C1=CCCC=CCC1.C1CCOC1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.CC1(C)OBOC1(C)C.C[OH2+].C[OH2+].[Ir].[Ir]>CC1(C)OB(c2ccc3ccccc3c2-c2ncccc2Cl)OC1(C)C

Participants

7

Reactant 1

HCID 69848074HCID 69848074, compound

Product 1

HCID 135058202HCID 135058202, compoundYield 58%

Reagents, catalysts & solvents 5

HCID 2733548Bis(pinacolato)diboraneReagentHCID 27347684,4,5,5-Tetramethyl[1,3,2]dioxaborolaneReagentHCID 67601456N,N-Dibenzyl-N'-(pyridin-2-ylmethylene)hydrazineReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
80 °C

Procedure

Following the general procedure, column chromatography (EtOAc/nhexane 1:6) afforded 9f (106 mg, 58 %) as a colorless viscous oil.

Sources & evidence

ORD record
ord-81a82d0fe25e4cd8959c00314a8eda31
Source dataset
Borylation dataset from Roche

Reaction notes

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