Grignard Reagents and Their N-analogues in the Synthesis of Tricyclic and Tetracyclic Cage-like Lactams
Igor N. Tarabara
Oles Honchar Dnipro National University, Dnipro, 49010 Ukraine
Search for more papers by this authorIrina V. Omelchenko
State Scientific Institution “Institute for Single Crystals”, National Academy of Sciences of Ukraine, Kharkiv, 61001 Ukraine
Search for more papers by this authorCorresponding Author
Vitalii A. Palchykov
Oles Honchar Dnipro National University, Dnipro, 49010 Ukraine
E-mail: [email protected]Search for more papers by this authorIgor N. Tarabara
Oles Honchar Dnipro National University, Dnipro, 49010 Ukraine
Search for more papers by this authorIrina V. Omelchenko
State Scientific Institution “Institute for Single Crystals”, National Academy of Sciences of Ukraine, Kharkiv, 61001 Ukraine
Search for more papers by this authorCorresponding Author
Vitalii A. Palchykov
Oles Honchar Dnipro National University, Dnipro, 49010 Ukraine
E-mail: [email protected]Search for more papers by this authorAbstract
A convenient method is reported for the synthesis of 34 novel tricyclic and tetracyclic cage-like lactams in high to excellent yields. The method involves treatment of easily available exo-2,3-epoxy(or Ts-aziridino)bicyclo[2.2.1]heptan-endo-5,6-dicarboximides by Grignard reagents, their N-analogues, or phenyl lithium in tetrahydrofuran. In silico screening of biological activity spectrum showed high probability levels of glyceryl-ether monooxygenase inhibitory, testosterone 17β-dehydrogenase (NADP+) inhibitory, bilirubin oxidase inhibitory, and anti-ischemic activity for tetracyclic derivatives.
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