A palladium-catalyzed asymmetric synthesis of planar chiral metallocene compounds is reported. The reaction stereoselectively functionalized one of the ortho C-H bonds of Cp rings by intramolecular cyclization to form indenone derivatives in high yields with excellent enantioselectivity. The mild set of reaction conditions allowed a wide variety of chiral metallocene compounds to be synthesized with broad functional group tolerance. The influences of preinstalled chiralities on the other Cp-ring were also investigated.
A Pd-catalyzed chemoselective Catellani reaction of iodopyrroles was developed. The rare chemoselectivity between two different aryl halides was realized by optimizing the kinetics of the different steps of this multicomponent process. The new developed method led to the rapid synthesis of rhazinal in a highly efficient manner.
A palladium-catalyzed Heck-type cascade reaction of aryl halides and N-tosyl hydrazones is reported. The neopentylpalladium species, generated from an intramolecular Heck-type insertion reaction of aryl halides, could efficiently react with carbenes to form highly functionalized alkenes. The synthesis of spiro compounds was also explored via a multiple Heck-type insertion reaction with N-tosyl hydrazone.
A palladium-catalyzed intramolecular asymmetric Cp–H functionalization/cyclization reaction to construct planar chiral quinilinoferrocenes was reported.
A straightforward synthesis of β-amino ketones has been realized by employing ketones and amides as the substrates via cobalt(III)-catalyzed and dimethyl sulfoxide-involved cross-coupling reaction. Experimental investigations revealed that the β-methylsulfide ketone species might be involved as the active intermediate. Diverse ketones (e. g. acetophenone and its derivatives, heteroaryl methyl ketones and dibenzoylmethane) and amides (e. g. aromatic, aliphaticand cyclicamides) with various substitution patterns were found to be applicable to this transformation, demonstrating a broad substrate scope and excellent functional group tolerance.
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