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A new approach to the synthesis of functionalized bicyclo[3.2.1]octanes
Arif Ismiev 1 , Gunay Zakhid Mamedova 1 , Victor V. Dotsenko * 2, 3, 4 , Nikolai A. Aksenov 4 , Inna V. Aksenova 4 , Abel Mamedali Magerramov 1
1  Baku State University, 23 Academic Zahid Khalilov str, AZ 1148 Baku, Republic of Azerbaijan
2  Kuban State University, 149 Stavropolskaya Str., Krasnodar 350040, Russian Federation
3  ChemEx Lab, Vladimir Dal’ Lugansk National University, Lugansk, 91034 Russia.
4  North-Caucasus Federal University, 1 Pushkina St., 355009 Stavropol, Russian Federation


The reaction of furfural with secondary amines and isopropyl cyanoacetate leads to the formation of the previously unknown diisopropyl 8-(dialkylamino)-2,4-dicyano-3-(2-furyl)-6-oxobicyclo[3.2.1]octane-2,4-dicarboxylates. The tructure of the products was confirmed by NMR and X-ray analysis.

Keywords: furfural, isopropyl cyanoacetate, Stenhouse salt, Nazarov reaction, carbocyclization, bicyclo[3.2.1]octane