Triazoles are heteroaromatic compounds of great current interest in a variety of contexts.  One potential application is in the field of energetics due to the large amount of kinetic energy stored in their system and their high nitrogen content. In an effort to further enhance the energy and nitrogen content, we have investigated the synthesis of polytriazolated heteroaromatics.  There are remarkably few such compounds known, likely due to the challenge in synthesizing the necessary hetroaryl azides.  Using chemistry recently developed in our group, we have been able to conduct one-pot azide formation/cycloaddition on a range of brominated compounds, with particular emphasis on thiophenes.  The results of these studies and a comparison of microwave and conventional heating will be discussed.

Facile route to highly triazolated heteroaromatics

245th National Meeting (2013)

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