<scp>Palladium‐Catalyzed</scp> C—C Bond Activation/Suzuki Reaction of Methylenecyclobutanes
Xiaobing Chen, Li Li, Wan‐Chun Yang, Kun‐Long Song, Bin Wu, Wan‐Er Gan, Jian Cao, Li‐Wen Xu
Abstract
Main observation and conclusion Transition‐metal catalyzed C—C bond activation is a formidable challenge owing to the high bond energy. We report here a novel palladium‐catalyzed C—C bond activation manner of methylenecyclobutanes followed by subsequent Suzuki cross‐coupling reaction affording multisubstituted indanes. The tandem reaction process involves intramolecular carbopalladation of double bond, β‐carbon elimination and intermolecular trapping of the transient σ‐alkylpalladium complex with boronic acids. A new TADDOL‐derived phosphoramidite ligand bearing fluorine and silicon‐based bulky groups is found to be efficient for C—C bond activation of methylenecyclobutanes.