Anti-Selective Carbosilylation: Nickel-Catalyzed Multicomponent Reaction of Solid MeSiZnI.

The stereodefined and highly substituted vinylsilanes are essential building blocks for constructing complex organic molecules. Transition metal-mediated silylmetalation of alkynes was developed to overcome the limitations of conventional hydrosilylations; however, a very limited study was carried out to utilize transient vinylmetal species in cross-coupling reactions. Moreover, they produce syn-adduct, and the anti-selective cross-coupling is still unknown and highly desired.

Direct synthesis and applications of solid silylzinc reagents.

The increased synthetic utility of organosilanes has motivated researchers to develop milder and more practical synthetic methods. Silylzinc reagents, which are typically the most functional group tolerant, are notoriously difficult to synthesize because they are obtained by a pyrophoric reaction of silyllithium, particularly MeSiLi which is itself prepared by the reaction of MeLi and disilane. Furthermore, the dissolved LiCl in silylzinc may have a detrimental effect.

Iron-catalyzed protodehalogenation of alkyl and aryl halides using hydrosilanes.

A simple and efficient iron-catalyzed protodehalogenation of alkyl and aryl halides using phenylhydrosilane is disclosed. The reaction utilizes FeCl3 without the requirement of ligands. Unactivated alkyl and aryl halides were successfully reduced in good yields; sterically hindered tertiary halides were also reduced including the less reactive chlorides.