Synthesis of 4,4a-Dihydroxanthone Derivatives Containing Ester and Nitrile Groups

V. I. Lukyanenko^a, N. M. Chernov^a^,*, and I. P. Yakovlev^a

^aSt. Petersburg State Chemical Pharmaceutical University of the Ministry of Health of Russia, St. Petersburg, 197376 Russia

email: *nikita.chernov@pharminnotech.com

Received 20 June, 2022

Abstract— The reaction of N-(2-methylpropenyl)pyrrolidine with 3-vinylchromones containing non-acidic electron-withdrawing groups (ester, nitrile) was studied. The conditions, that make it possible to manage the side [1,5] sigmatropic rearrangement, were found. As a result, new derivatives of 4,4a-dihydroxanthone containing ester and nitrile groups were obtained.

Keywords: 3-vinylchromone, enamine, 4,4a-dihydroxanthone, [4+2] cycloaddition

DOI: 10.1134/S107036322211007X