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ChemicalBook CAS DataBase List 1-BroMo-4-cyclopropylthiobenzene
411229-63-5

1-BroMo-4-cyclopropylthiobenzene synthesis

5synthesis methods
411235-57-9 Synthesis
Cyclopropylboronic acid

411235-57-9
427 suppliers
$6.00/1g

5335-84-2 Synthesis
BIS(4-BROMOPHENYL)DISULFIDE

5335-84-2
72 suppliers
$45.00/100mg

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Yield:411229-63-5 95% ,5335-84-2 2%

Reaction Conditions:

with [2,2]bipyridinyl;copper diacetate;caesium carbonate in 1,2-dichloro-ethane at 70; for 16 h;Sealed tube;

Steps:

General procedure for the synthesis of arylcyclopropyl sulfides

General procedure: A sealed tube equipped with a magnetic stirring bar wascharged under ambiant air with cyclopropylboronic acid (25,0.6 mmol, 1.5 equiv), cesium carbonate (0.4 mmol, 1.0 equiv),Cu(OAc)2 (0.4 mmol, 1.0 equiv), 2,2'-bipyridine (0.4 mmol,1.0 equiv) and thiophenol 14 (0.4 mmol, 1.0 equiv). Dichloroethane(0.1 M) was added, the tube was sealed and heated at70 °C for 16 hours. The reaction mixture was cooled to roomtemperature and aqueous NH4OH 25% (5 mL) was added. Thereaction mixture was stirred for a few minutes, transferred in aseparatory funnel and extracted with DCM (3 × 5 mL). Thecombined organic layers were washed with brine (2 × 10 mL),dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was purified by flash column chromatographyusing the indicated solvent system to afford the correspondingaryl cyclopropyl sulfide 1 and diaryl disulfide 26 as aside-product

References:

Benoit, Emeline;Fnaiche, Ahmed;Gagnon, Alexandre [Beilstein Journal of Organic Chemistry,2019,vol. 15,p. 1162 - 1171]