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Synthesis of Heteroannulated Chromeno[2,3‐ b ]Pyridines: DBU Catalyzed Reactions of 2‐Amino‐6‐methylchromone‐3‐Carboxaldehyde with Some Heterocyclic Enols and Enamines
Author(s) -
Ibrahim Magdy A.,
ElGohary Nasser M.,
Said Sara
Publication year - 2016
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.2285
Subject(s) - chemistry , pyrazole , quinoline , catalysis , condensation , enol , stereochemistry , enamine , medicinal chemistry , organic chemistry , physics , thermodynamics
New series of heteroannulated chromeno[2,3‐ b ]pyridines were easily and efficiently synthesized from DBU‐catalyzed condensation of 2‐amino‐6‐methylchromone‐3‐carboxaldehyde with a variety of heterocyclic enols and enamines, namely, 4‐hydroxycoumarin, 4‐hydroxy‐1‐methylquinolin‐2(1 H )‐one, 2‐hydroxy‐4 H ‐pyrido[1,2‐ a ]pyrimidin‐4‐one, 4‐hydroxy‐2 H ‐pyrano[3,2‐ c ]quinoline‐2,5(6 H )‐dione, 4(6)‐aminouracil and 5‐amino‐3‐methyl‐1 H ‐pyrazole. Structures of the new synthesized products were deduced on the basis of their analytical and spectral data.