Click approaches to functional water-sensitive organotriethoxysilanes

J Org Chem. 2011 Sep 16;76(18):7326-33. doi: 10.1021/jo201484n. Epub 2011 Aug 23.

Abstract

The derivatization of functional organic fragments with triethoxysilyl groups to afford hydrolyzable organosilanes with targeted properties using the copper-catalyzed alkyne azide cycloaddition reaction under strictly anhydrous conditions is described according to two approaches, starting from five silylated substrates. This high yield, fast, and selective method is applicable to a wide range of substrates and is expected to lead to important achievements in the field of functional hybrid silica.