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13 General experimental procedure for the palladium-catalyzed
reaction of 1-[2-(2,2-dibromoethenyl)phenyl]-1H-pyrrole 1 with
polyfluoroarene 2: polyfluoroarene 2 was added to a solution of
1-(2-(2,2-dibromovinyl)phenyl)-1H-pyrrole
1
(0.4
mmol),
Pd(OAc)2 (5 mol%), Ru-Phos (10 mol%), and Cs2CO3 (3.0 equiv.)
in toluene (2.0 mL). The mixture was stirred at 90 1C for 12 hours.
After completion of the reaction as indicated by TLC, the residue
was purified directly by flash chromatography on silica gel to
afford products 3. For details, please see the ESIw.
9 For reviews of gem-dihaloolefins, see: (a) in Handbook of
Organopalladium Chemistry for Organic Synthesis, ed. E. Negishi,
c
5030 Chem. Commun., 2012, 48, 5028–5030
This journal is The Royal Society of Chemistry 2012