Palladium‐Catalyzed Directed para C−H Functionalization of Phenols. Issue 27 (9th May 2016) - Patra, Tuhin
Abstract: Various practical methods for the selective C−H functionalization of the ortho and recently also of the meta position of an arene have already been developed. Following our recent development of the directing‐group‐assisted para C−H functionalization of toluene derivatives, we herein report the first remote para C−H functionalization of phenol derivatives by using a recyclable silicon‐containing biphenyl‐based template. The effectiveness of this strategy was illustrated with different synthetic elaborations and by the synthesis of various phenol‐based natural products. Abstract : The template‐assisted para C−H olefination of phenol derivatives was enabled by a silicon‐containing directing group (DG; see scheme) in combination with a palladium catalyst. This method was also applied to the synthesis of different natural products.