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

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Reaction Steps

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.

Provenance & Evidence