A new approach to the synthesis of functionalized bicyclo[3.2.1]octanes

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

Published: 14 November 2018 by MDPI in The 22nd International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-22-05794

Abstract:

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

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