Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[C:4]([Cl:12])[CH:3]=1.[C:13]([O:17][CH2:18][CH3:19])(=[O:16])[CH:14]=[CH2:15].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.CC([O-])=O.CC([O-])=O.[Pd+2].C1N2CCN(CC2)C1>[Cl:12][C:4]1[CH:3]=[C:2]([CH:15]=[CH:14][C:13]([O:17][CH2:18][CH3:19])=[O:16])[CH:7]=[CH:6][C:5]=1[C:8]([F:11])([F:10])[F:9]DABCO (86.4 mg, 0.7 mmol), Pd(OAc)2 (86.5 mg, 0.38 mmol), 4-bromo-2-chloro-1-(trifluoromethyl)benzene (5.0 g, 19.2 mmol) and ethyl acrylate (2.86 g, 28.9 mmol) were added to a stirred solution of K2CO3 (2.6 g, 19.27 mmol) in DMF degassed previously for 20 minutes. The resulting mixture was stirred for 1 hour at 110° C. The reaction was monitored by TLC (5% ethyl acetate in hexane). Purification by column chromatography on silica gel (5% ethyl acetate in hexane) afforded 5.0 g of the product (94.3% yield).
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