Catching Elusive 2-Furyl Carbenes with Silanes: A Metal-Free Microwave-Assisted Silicon-Hydrogen Bond Functionalization

Abstract

An efficient, metal-free, silicon-hydrogen bond functionalization based on the microwave-assisted reaction of readily available enynones and silanes is reported. This process seemingly proceeds through a 2-furyl carbene species, a particularly elusive intermediate. Preliminary studies on the metal-free oxygen-hydrogen and nitrogen-hydrogen bond functionalization of representative alcohols, azoles and sulfonamides are also provided.