Litcius/Paper detail

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

2023Chemical Science16 citationsDOIOpen Access PDF

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
Palladium-catalyzed addition of acylsilanes across alkynes<i>via</i>the activation of a C–Si bond | Litcius