Thermolysis of Geminal Diazido Malonamides: Simple Access to Tetrazoles and Functionalization of In Situ Formed Isocyanates

In recent years, the development of synthetic methods to afford nitrogen-containing heterocycles has become increasingly popular. Among these, tetrazoles – an important class of aromatic heterocycles – are of significant interest for example, in medicinal chemistry serving as important bioisosteres. Herein, we present a method to easily access C-substituted tetrazoles via thermolysis of geminal diazido malonamides. Formation and functionalization of in situ formed isocyanates and corresponding reactions were also studied.