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A Simple One‐Pot Synthesis of New Imidazol‐2‐yl‐1 H ‐quinolin‐2‐ones from the Direct Reaction of 2‐Chloroquinolin‐3‐carbaldehyde with Aromatic o ‐Diamines
Author(s) -
Abonia Rodrigo,
Castillo Juan,
Cuervo Paola,
Insuasty Braulio,
Quiroga Jairo,
Ortíz Alejandro,
Nogueras Manuel,
Cobo Justo
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200901014
Subject(s) - chemistry , acetic acid , yield (engineering) , aqueous solution , aqueous medium , medicinal chemistry , combinatorial chemistry , organic chemistry , computational chemistry , materials science , metallurgy
An alternative and general one‐pot synthesis of a library of novel imidazol‐2‐yl‐1 H ‐quinolin‐2‐one derivatives was performed in 70 % aqueous acetic acid by the direct reaction of 2‐chloroquinolin‐3‐carbaldehyde with aromatic o ‐diamines. Experiments showed that adding Amberlyst ® ‐15 (20 % w/w) to the reaction media increased both the speed of reaction as well as the yield of products. Both DFT theoretical calculations and X‐ray diffraction studies confirmed the proposed structures and the more stable conformation of the obtained products. Antitumor studies against sixty different cancer cell lines showed the potential of these kinds of compounds.