Chloroform → 1-(6,7-Dichloro-2,3-dimethoxyquinoxalin-5-yl)-3-butenyl methyl sulphone

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A solution of (6,7-dichloro-2,3-dimethoxyquinoxalin-5-yl)methyl methyl sulphone (50 mg, 0.142 mmol) (Preparation 29) and diallyl carbonate (41 μl, 40 mg, 0.285 mmol) in dry tetrahydrofuran (0.8 ml) was added via cannula to a mixture of tris(dibenzylideneacetone)dipalladium (0 ml).chloroform adduct (7.4 mg, 0.007 mmol) and 1,2-bis(diphenylphosphino)ethane (11.3 mg, 0.028 mmol) in dry tetrahydrofuran (0.6 ml) under nitrogen at room temperature. The mixture was stirred at room temperature for 5 minutes and then at reflux for 2 hours. The mixture was allowed to cool, was diluted with dichloromethane and concentrated under reduced pressure. The residue was purified by flash chromatography (eluting with 3:1 hexane:ethyl acetate) to give 1-(6,7-dichloro-2,3-dimethoxyquinoxalin-5-yl)-3-butenyl methyl sulphone as a mixture of diastereoisomers (approximately 20:1 by

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