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FLUORINATED 1,3,4-OXADIAZOLES AND OTHER AZOLES IN CYCLOADDITION REACTIONS

Николай В. Васильев, Татьяна С. Кострюкова, Георгий В. Затонский, Сергей З. Вацадзе
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Abstract


This review covers reported cycloaddition reactions of fluorinated 1,3,4-oxadiazoles and certain other fluorinated azoles, leading to the formation of a wide range of new oxygen-containing cage structures. The considered reactions represent cascade (tandem) (2+4) cycloaddition processes leading to the formation of oxadiazabicycloheptenes, followed by retro-(2+3) cycloaddition, extrusion of nitrogen molecule, and another (2+3) cycloaddition. Preparative applications of the reactions are discussed, along with the stereochemical and orbital effects that influence their direction.

Authors: Nikolai V. Vasil'ev*, Tatiana S. Kostryukova,
Georgy V. Zatonsky, Sergey Z. Vatsadze

 


Keywords


fluorinated 1,3,4-oxadiazoles; fluorinated oxazoles; oxygen-containing cage compounds; concerted cycloaddition; (2+3) cycloaddition; (2+4) cycloaddition

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