HCID 135074937, compound → HCID 102495452, compound

HRID 1491487Notes

Reaction equation

HRID 1491487 reaction equation
Cc1ccc(-c2nccc3ccccc23)c2ccccc12>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]>Cc1cc(B2OC(C)(C)C(C)(C)O2)c(-c2nccc3ccccc23)c2ccccc12

Participants

7

Reactant 1

HCID 135074937HCID 135074937, compound

Product 1

HCID 102495452HCID 102495452, compoundYield 77%

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
50 °C

Procedure

Following the general procedure, column chromatography (EtOAc/nhexane 1:4) afforded 9b (152 mg, 77 %) as a light yellow solid.

Sources & evidence

ORD record
ord-e4e4b0f7b3104ff184558ed7264512df
Source dataset
Borylation dataset from Roche

Reaction notes

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