HCID 119085944, compound → HCID 178422403, compound

HRID 1490915Notes

Reaction equation

HRID 1490915 reaction equation
Cc1ccc2ccc([Si](C)(C)C)cc2n1>C1=CCCC=CCC1.C1=CCCC=CCC1.CC(C)(C)c1ccnc(-c2cc(C(C)(C)C)ccn2)c1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.COC(C)(C)C.C[OH2+].C[OH2+].[Ir].[Ir]>Cc1cc(B2OC(C)(C)C(C)(C)O2)c2ccc([Si](C)(C)C)cc2n1.Cc1ccc2c(B3OC(C)(C)C(C)(C)O3)cc([Si](C)(C)C)cc2n1

Participants

7

Reactant 1

HCID 119085944HCID 119085944, compound

Product 2

HCID 178422403HCID 178422403, compoundYield 60%HCID 178422499HCID 178422499, compoundYield 17%

Reagents, catalysts & solvents 4

HCID 2733548Bis(pinacolato)diboraneReagentHCID 42491874,4'-Di-tert-butyl-2,2'-bipyridylReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 15413tert-Butyl methyl etherSolvent

Conditions

Temperature
100 °C

Procedure

Application of general procedure Awith 2-methyl-7-(trimethylsilyl)quinoline (215 mg, 1.00mmol) afforded a mixture of 3 mono-borylated products in a 70:20:10 ratio, as determined by GC-MS.

Sources & evidence

ORD record
ord-c9c4a6b6a4ad42b48db23d443afc9333
Source dataset
Borylation dataset from Roche

Reaction notes

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