2-Fluoro-3-iodopyridine → Pyridine, 3,3′-(1Z)-1,2-ethenediylbis[2-fluoro-, (Z)-

反応式

[F:1][C:2]1[C:7](/[CH:8]=[CH:9]\[Sn](CCCC)(CCCC)CCCC)=[CH:6][CH:5]=[CH:4][N:3]=1.[F:23][C:24]1[C:29](I)=[CH:28][CH:27]=[CH:26][N:25]=1>C1(C)C=CC=CC=1.Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1>[F:23][C:24]1[C:29](/[CH:9]=[CH:8]\[C:7]2[C:2]([F:1])=[N:3][CH:4]=[CH:5][CH:6]=2)=[CH:28][CH:27]=[CH:26][N:25]=1

参加物

実験手順

A mixture of Z-2-fluoro-3-(2-tributylstannylethenyl)pyridine (1.39 g), 2-fluoro-3-iodopyridine (0.75 g) and bis(triphenylphosphine)palladium dichloride (0.010 g) in toluene (20 mL) was refluxed under argon for 4 hours. Most of the solvent was evaporated and the residue was treated overnight with aqueous potassium fluoride. The organic phase was dried and evaporated to give Z-1,2-di-(2-fluoropyridinyl)ethylene as a solid which was recrystallized from hexane/ethyl acetate (0.47 g) mp 93°-95° C.