(Ethylthio)benzene → HCID 178477269, compound

HRID 1491131

Reaction equation

HRID 1491131 reaction equation
CCSc1ccccc1>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]>CCSc1cccc(B2OC(C)(C)C(C)(C)O2)c1.CCSc1ccccc1B1OC(C)(C)C(C)(C)O1

Participants

7

Reactant 1

HCID 12144(Ethylthio)benzene

Product 2

HCID 1237879692-(2-(Ethylthio)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneYield 24%HCID 178477269HCID 178477269, compoundYield 30%

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

dtbpy: The mixture of product (110 mg, 83% yield, ortho/meta + para = 0.29); meta- and para- isomers (5b+5bʹ) were obtained by further purification of the crude mixture by GPC (77 mg, 58% yield), colorless oil;

Sources & evidence

ORD record
ord-3cf848853d454210a4ad7b64186a1c6e
Source dataset
Borylation dataset from Roche

Linked notes

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