| Abstract
| - In the presence of a palladium catalyst and NaOAc, aryl iodides react with 1-aryl-1-alkynes toafford 9-alkylidene-9H-fluorenes in good yields. The products from this reaction are highly dependenton the base employed. This process appears to involve (1) oxidative addition of the aryl iodide toPd(0), (2) alkyne insertion, (3) rearrangement of the resulting vinylic palladium intermediate toan arylpalladium species, and (4) aryl−aryl coupling with simultaneous regeneration of the Pd(0)catalyst. Consistent with this mechanism is the fact that 9-alkylidene-9H-fluorenes can also beprepared by the Pd-catalyzed rearrangement of 1,1-diaryl-2-iodo-1-alkenes.
|
