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Intramolecular cycloaddition of fluorinated 1,3,4-oxadiazoles to dienes
Authors:NV Vasil’ev  DV Romanov  AA Bazhenov  KA Lyssenko  GV Zatonsky
Institution:a Moscow State Regional University, 107005 Moscow, Russian Federation
b State Scientific Center “State Research Institute of Biological Engineering”, 123424, Volocolamskoe sh. 75/1, Moscow, Russian Federation4
c A.N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, Vavilova str. 28, 117813 Moscow, Russian Federation
d N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky prospect 47, 117913 Moscow, Russian Federation
Abstract:Cycloaddition reactions of fluorinated 1,3,4-oxadiazoles with conjugated and unconjugated dienes was studied. The reactions resulted in the formation of products of double cycloaddition (7-oxabicycloheptane type compounds), along with products of intramolecular cycloaddition (oxatricyclic and oxatetracyclic compounds). The structure of 4-(trifluoromethyl)-2-ethoxycarbonyl-1,6-dimethyl-3-oxatricyclo2.2.1.02,6]heptane was confirmed by single crystal X-ray diffraction analysis.
Keywords:Fluorinated 1  3  4-oxadiazoles  Diene  [2     4]-Cycloaddition  [2     3]-Cycloaddition
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