Ad iastereoselective dearomative carboiodination reaction is reported. We report an ovel metal-catalyzed approach to install reactive secondary benzylic iodides. Utilizing the unique reactivity of nickel, we have expanded the carboiodination reaction to non-activated aromatic double bonds forming ap reviously unattainable class of iodides.W e also report ab roadly applicable method to avoid the use of ametallic reducing agent by utilizing an alkylphosphite as the ligand. The reaction is thought to proceed through as yn intramolecular carbonickelation across a2 -substituted indole followed by ad iastereoretentive reductive elimination of the carbonÀiodine bond. The complex iodinated indolines generated in the reaction were obtained in moderate to good yields and good to excellent diastereoselectivity.T he products were easily functionalized by av ariety of synthetic methods.

Ad iastereoselective dearomative carboiodination reaction is reported. We report an ovel metal-catalyzed approach to install reactive secondary benzylic iodides. Utilizing the unique reactivity of nickel, we have expanded the carboiodination reaction to non-activated aromatic double bonds forming ap reviously unattainable class of iodides.W e also report ab roadly applicable method to avoid the use of ametallic reducing agent by utilizing an alkylphosphite as the ligand. The reaction is thought to proceed through as yn intramolecular carbonickelation across a2 -substituted indole followed by ad iastereoretentive reductive elimination of the carbonÀiodine bond. The complex iodinated indolines generated in the reaction were obtained in moderate to good yields and good to excellent diastereoselectivity.T he products were easily functionalized by av ariety of synthetic methods.

Acylsilanes are an important class of organosilicon compounds that have gained increased attention recently. Their various reaction modes in particularly their ability to generate carbenes under thermal or photochemical conditions render them valuable reagents in organic synthesis. In this communication, an unprecedented route towards acylsilanes is reported by introducing the acylsilane moiety directly in a single step through alkene hydrosilylation. In this context, acylhydrosilanes representing a novel class of acylsilanes are introduced and applied as silylation reagents in rhodium catalyzed alkene hydrosilylations to access a great variety of acylsilanes. These reactions occur in good to excellent yields under mild conditions and show high functional group tolerance and atom economy.