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3-HETARYLISOCOUMARINS IN THE SYNTHESIS OF 1-FUNCTIONALIZED 3-HETARYLISOQUINOLINES

Artem S. Konovalenko, Oleh V. Shablykin, Volodymyr S. Brovarets, Olga V. Shablykina, Viktoriia S. Moskvina, Andriy V. Kozytskiy
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Abstract


A convenient method was developed for the synthesis of novel isoquinolin-1(2H)-ones, 1-chloroisoquinolines, and 1-aminoisoquinolines with a heterocyclic substituent in position 3 via a recyclization of 3-hetarylisocoumarins with (NH4)2CO3. 1-Aminoisoquinolines were efficiently obtained from corresponding 1-chloro-3-hetarylisoquinolines (obtained by interaction of isoquinolin-1(2H)-ones with POCl3) and cyclic secondary amines (morpholine or 1-methylpiperazine). Literature data and preliminary results of biological assays allow to consider 1-amino-3-hetarylisoquinolines a promising family of anticancer compounds.

Keywords


isocoumarin; isoquinoline; isoquinolin-1(2H)-ones; nitrogen-containing heterocycles; anticancer activity; recyclization.

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