A Fe(II)-Based Metalloradical Activation Approach: Overriding Traditional Click Chemistry Towards Denitrogenative Annulation.

Abstract

A unique concept for the intermolecular denitrogenative annulation of 1,2,3,4-tetrazoles and alkynes is discovered using catalytic amount of Fe(TPP)Cl and Zn dust. The developed concept overrides the traditional more favored click reaction between organic azide and alkynes. It has been proved that the reaction underwent via an unprecedented metalloradical activation mechanism, which successfully overturn the ionic click reaction. We anticipate that the method will advance access for the construction of important basic nitrogen heterocycles, which will enable to discover new drug candidates.