• Valery Osyanin describes the synthesis of benzo[e]azolo[1,3]oxazines from o-quinone methides.

    From left: Dr. D. V. Osipov, Dr. V. A. Osyanin, Dr. Y. N. Klimochkin (Samara State Technical University, Russian Federation)

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Synthesis of Benzo[e]azolo[1,3]oxazines

Valery Osyanin describes the synthesis of benzo[e]azolo[1,3]oxazines from o-quinone methides.

Reactions of o-Quinone Methides with Halogenated 1H-Azoles: Access to Benzo[e]azolo[1,3]oxazines: D. V. Osipov, V. A. Osyanin, L. G. Voskressensky, Y. N. Klimochkin
Synthesis 2017, 49, DOI: 10.1055/s-0036-1588411

Heterocycles are privileged structures in drug discovery and are widely represented among bioactive natural products. Fused azoles are of particular interest in this context, although their synthesis can often pose significant challenges. Recently, the group of Dr. Valery A. Osyanin at Samara State Technical University (Russian Federation) described a novel strategy for assembling the benzo[e]azolo[1,3]oxazine structural framework.

  • Synthesis of benzo[e]azolo[1,3]oxazines from o-quinone methides

    Synthesis of benzo[e]azolo[1,3]oxazines from o-quinone methides

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Dr. Osyanin said: 

“The cascade aza-Michael/intramolecular nucleophilic substitution reaction constitutes an attractive synthetic strategy in o-quinone methide chemistry since it provides rapid and easy access to large libraries of benzoazolooxazines with diverse substitution patterns.”

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