A direct C–H silylation strategy is reported for synthesizing silylated derivatives
of azauracil 1-oxide in a simple and environmentally benign way under metal-free conditions
using triphenylsilane as a silyl precursor and TBHP as an oxidant. This methodology
is useful for late-stage modification of various bioactive molecules, such as ibuprofen
and gemfibrozil. A mechanistic investigation suggested that the reaction proceeds
through a radical pathway.
Key words
metal-free reaction - silylation - azauracil oxides - late-stage functionalization
- medicinal chemistry
