Iodine is shown to be an efficient catalyst for the Friedel–Craftsalkylation of arenes with a wide variety of aldehydes in toluene under ‘open-flask’ and mild conditions. In the presence of 10 mol % of iodine, the reaction of arenes with aromaticaldehydes gives the corresponding triarylmethane derivatives (TRAMs), regioselectively, in good to excellent yields. On the other hand, a series of diarylalkane
Pd<sup>II</sup>-Catalyzed Oxidative 1,1-Diarylation of Terminal Olefins
作者:Erik W. Werner、Kaveri B. Urkalan、Matthew S. Sigman
DOI:10.1021/ol1009575
日期:2010.6.18
Evaluation of the scope of a Pd-II-catalyzed oxidative 1,1-diarylation reaction of terminal olefins using aryl stannanes is reported. The reaction is shown to be tolerant of functionality commonly encountered in organic synthesis; however, the reaction outcome was found to be dependent on the nature of the aryl stannane used. A mechanistic rationale for the observation of this influence is provided.