3-Ethyl-(1-thiaethyl)-benzene → HCID 177499506, compound

HRID 1491148Notes

Reaction equation

HRID 1491148 reaction equation
CCc1cccc(SC)c1>C1=CCCC=CCC1.C1=CCCC=CCC1.CC1(C)OB(B2OC(C)(C)C(C)(C)O2)OC1(C)C.C[OH2+].C[OH2+].Cc1ccc(C)cc1.FC(F)(F)C1COB(c2ccccc2-c2ccc(-c3ccccn3)nc2)O1.[Ir].[Ir]>CCc1ccc(B2OC(C)(C)C(C)(C)O2)c(SC)c1

Participants

6

Reactant 1

HCID 149441333-Ethyl-(1-thiaethyl)-benzene

Product 1

HCID 177499506HCID 177499506, compoundYield 88%

Reagents, catalysts & solvents 4

HCID 2733548Bis(pinacolato)diboraneReagentHCID 1349566232-Pyridin-2-yl-5-[2-[4-(trifluoromethyl)-1,3,2-dioxaborolan-2-yl]phenyl]pyridineReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 7809P-XyleneSolvent

Conditions

Temperature
55 °C

Procedure

Ligand 3f: A mixture of ortho- and meta-borylated products (122 mg, 88% yield, ortho/meta + para = >30); ortho-borylated product 4k was obtained by further purification by GPC (111 mg, 80% yield), colorless oil;

Sources & evidence

ORD record
ord-62cafbeae78042f3a2ec3f143cfb6c2c
Source dataset
Borylation dataset from Roche

Reaction notes

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