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Discovery of New Organic Transformations

Speaker: Alex Bugarin, Assistant Professor, Department of Chemistry & Biochemistry, University of Texas at Arlington Location: 402 N Blackford St. Indianapolis, IN 46202 LD 010

Host: Laulhe

​Triazenes are organic compounds containing three contiguous nitrogen atoms in a linear arrangement with a double bond between two nitrogen atoms. There are three classes of triazenes; linear, cyclic, and p-conjugated triazenes. Currently, our efforts are focused on elucidating the reactivity of p-conjugated triazenes as versatile intermediates and/or catalysts. Their straightforward synthesis and characterization will be presented. These triazenes have been reacted with different electrophiles, nucleophiles, and other special reagents to study their reactivity. For example, benzyl triazene was reacted with DMSO and afforded benzaldehyde. We believe that DMSO promotes the oxidation. Furthermore, optimization, scope, and mechanistic details of the chemistry of triazenes under photo-irradiation are currently under investigation. Development of a new photobasic catalyst, from these triazenes is anticipated.

In addition, my research group is interested on developing highly selective metal-free transformations under mild reactions conditions. Herein, two new strategies will be presented for the selective synthesis of allenols and allylic compounds. These methods are cost saving, practical, and efficient in that only inexpensive, metal-free, starting materials are employed, while reducing both energy consumption and waste by-products.