Quinoline, 2,7-dimethyl- → HCID 146014097, compound

HRID 1490921Notes

Reaction equation

HRID 1490921 reaction equation
Cc1ccc2ccc(C)nc2c1>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]>Cc1ccc2c(B3OC(C)(C)C(C)(C)O3)cc(C)nc2c1

Participants

6

Reactant 1

HCID 7138Quinoline, 2,7-dimethyl-

Product 1

HCID 146014097HCID 146014097, compoundYield 72%

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 A with 2,7-dimethylquinoline (157 mg, 1.00mmol) afforded a mixture of 3 monoborylated products in a 82:12:6 ratio, as determined by GC-MS.

Sources & evidence

ORD record
ord-87a933561bfc45e389ca2e19a67f229e
Source dataset
Borylation dataset from Roche

Reaction notes

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