HCID 178482852, compound → HCID 178482851, compound

HRID 1491493Notes

Reaction equation

HRID 1491493 reaction equation
CN(C)c1cccnc1-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]>CN(C)c1cccnc1-c1c(B2OC(C)(C)C(C)(C)O2)ccc2ccccc12

Participants

7

Reactant 1

HCID 178482852HCID 178482852, compound

Product 1

HCID 178482851HCID 178482851, compoundYield 70%

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 1:5) afforded 9h (131 mg, 70 %) as a yellow viscous oil.

Sources & evidence

ORD record
ord-0ad8469d0a0143f2abf5455ccf38ca4b
Source dataset
Borylation dataset from Roche

Reaction notes

Loading…