3-Ethyl-(1-thiaethyl)-benzene → HCID 164891978, compound

HRID 1491149Notes

Reaction equation

HRID 1491149 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.Cc1ccnc(-c2cc(C)ccn2)c1.[Ir].[Ir]>CCc1cc(SC)cc(B2OC(C)(C)C(C)(C)O2)c1

Participants

6

Reactant 1

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

Product 1

HCID 164891978HCID 164891978, compoundYield 74%

Reagents, catalysts & solvents 4

HCID 143384,4'-Dimethyl-2,2'-bipyridineReagentHCID 2733548Bis(pinacolato)diboraneReagentHCID 76001521Bis(1,5-cyclooctadiene)dimethoxydiiridiumCatalystHCID 7809P-XyleneSolvent

Conditions

Temperature
55 °C

Procedure

Yield: A mixture of ortho- and meta-borylated products (103 mg, 74% yield, ortho/meta + para = <0.01); meta-Isomer 5k was obtained by further purification by GPC (93 mg, 67% yield), colorless oil;

Sources & evidence

ORD record
ord-07735c61c2ba4303a5458fefe94b7ddd
Source dataset
Borylation dataset from Roche

Reaction notes

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