3-Hetarylisocoumarins in the synthesis of 1-functionalized 3-hetarylisoquinolines

AS Konovalenko, OV Shablykin, VS Brovarets… - Chemistry of …, 2020 - Springer
AS Konovalenko, OV Shablykin, VS Brovarets, OV Shablykina, VS Moskvina, AV Kozytskiy
Chemistry of Heterocyclic Compounds, 2020Springer
A convenient method was developed for the synthesis of novel isoquinolin-1 (2 H)-ones, 1-
chloroisoquinolines, and 1-aminoisoquinolines with a heterocyclic substituent in position 3
via a recyclization of 3-hetarylisocoumarins with (NH 4) 2 CO 3. 1-Aminoisoquinolines were
efficiently obtained from corresponding 1-chloro-3-hetarylisoquinolines (obtained by
interaction of isoquinolin-1 (2 H)-ones with POCl 3) and cyclic secondary amines
(morpholine or 1-methylpiperazine). Literature data and preliminary results of biological …
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.
Springer
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