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Synthesis of New Schiff Bases and Polycyclic Fused Thiopyranothiazoles Containing 4,6‐Dichloro‐1,3,5‐Triazine Moiety
Author(s) -
Polovkovych Svyatoslav V.,
Karkhut Andrew I.,
Marintsova Natalia G.,
Lesyk Roman B.,
Zimenkovsky Borys S.,
Novikov Volodymyr P.
Publication year - 2013
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.890
Subject(s) - chemistry , triazine , moiety , aldimine , nucleophile , hydrazine (antidepressant) , combinatorial chemistry , organic chemistry , catalysis , chromatography
New aromatic aldimines, isatine substituted ketimines based on (4,6‐dichloro‐1,3,5‐triazin‐2‐yl)‐hydrazine scaffold and polycyclic fused thiopyranothiazoles formed using hetero‐Diels‐Alder reactions starting from 4‐thioxo‐2‐thiazolidinones and 5‐norbornene‐2,3‐dicarboxylic acid triazino‐derivatives synthetic approach is described. The application of condensation and cyclocondensation reactions of N‐nucleophiles and carbonyl agents for synthesis a number of biologically active triazine derivatives is reported. Screening of anticancer activity in vitro yielded the most active compounds 3a , 8b , and 8f for different cell lines.