Palladium-catalyzed addition of acylsilanes across alkynes<i>via</i>the activation of a C–Si bond
Tetsuya Inagaki, Takahiro Ando, Shun Sakurai, Masahiro Yamanaka, Mamoru Tobisu
Abstract
Palladium-catalyzed addition of a C-Si bond in acylsilanes across the triple bonds in an alkyne bearing a carbonyl group at one terminal is reported. The reaction proceeds with excellent regioselectivity, in which a silyl group is incorporated into the carbon α to the carbonyl group, allowing for straightforward access to a variety of functionalized alkenylsilane derivatives. Catalytic synthesis of indanones by annulation between acylsilanes and alkynes with an identical catalytic system is also reported.
Topics & Concepts
PalladiumCatalysisChemistryMedicinal chemistryOrganic chemistryCatalytic Cross-Coupling ReactionsCatalytic C–H Functionalization MethodsOrganoboron and organosilicon chemistry