fluorophenyl 2 propen 1 one mp 142 144 u00b0 c 1 h nmr dmso d 6 d 6 55 m 1h 7 00 m 5h 7 40 m 9h ir kbr 1705 1650 1630 cm u2212 1 ms ci m h m z 319 anal calcd for c 21 h 15 fo 2 c 79 23 h 4 57 found c 78 71 h 4 66 1 trimethylsilyloxy 1 naphthalen 2 yl ethylene 2 33 g 9 57 mmol prepared according to j chem soc perkin trans i 1989 1585 and csf 0 44 g 2 87 mmol were added to a suspension of 3 biphenyl 1 2 hydroxy 5 fluorophenyl 2 propen 1 one on wang resin 2 6 g 1 8 mmol in dimethyl sulfoxide 30 ml the reaction mixture was heated to 70 u00b0 c for 3 h and the reaction was quenched with 10 acoh ch 2 cl 2 the resin was filtered washed with dmf u00d7 2 and alternating meoh and ch 2 cl 2 u00d7 5 and dried under high vacuum overnight to give 2 9 g of 3 biphenyl 1 2 hydroxy 5 fluorophenyl 5 naphthalen 2 yl 1 5 pentanedione on wang resin a mixture of 3 biphenyl 1 2 hydroxy 5 fluorophenyl 5 naphthalen 2 yl 1 5 pentanedione on wang resin 2 7 g 1 57 mmol nh 4 oac 1 5 g and acoh 1 5 ml in dimethylformamide 40 ml was heated at 100 u00b0 c for 18 h the resin was filtered and washed with dimethylformamide u00d7 2 and alternating meoh and ch 2 cl 2 u00d7 5 and.