m 5h a solution of palladium acetate 4 5 mg 0 02 mmol and xantphos 12 7 mg 0 022 mmol in dmf 1 ml was stirred for 5 minutes under a nitrogen atmosphere to this solution was added 1 bromostyrene 91 5 mg 0 5 mmol dissolved in 0 5 ml of dmf and then the reaction mixture was stirred for 10 minutes at room temperature in sph 3 74 mg 0 167 mmol in dmf 1 ml and diisopropylethyl amine 65 mg 0 5 mmol were added to this reaction mixture the reaction mixture was stirred for 2 hours at 100 degrees celsius the solution was cooled to room temperature and then 1 ml of hydrochloric acid 5 of aqueous solution was added to stop the reaction the crude product was extracted with diethyl ether 15 ml 3 times and sequentially washed with 10 ml of water a saturated nahco 3 10 ml solution and a saturated nacl 20 ml solution the extracted organic compound was dried over anhydrous mgso 4 and then filtered after evaporation of solvents the crude product was purified by column chromatography to give trans beta styrenyl phenylsulfide 101 mg 95 formula 8 1 h nmr 300 mhz cdcl 3 u03b4 7 60 m 10h 6 70 d j 15 4 hz 1h 6 62 d j 15 4 hz 1h a solution of palladium acetate 4 5 mg 0 02 mmol and xantphos 12 7 mg 0 022 mmol in dmf 1 ml was stirred for 5 minutes under a nitrogen atmosphere to this solution was added ethyl 2 trifluoromethanesulfonyloxo benzoate 151 0 mg 0 5 mmol dissolved in 0.