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A Diels–Alder Strategy for the Building of Imidazo[4,5‐ g ]quinoline‐4,9‐dione Derivatives
Author(s) -
Alvarez Frédéric,
Taleb Abbas,
Gentili Jacques,
Nebois Pascal,
Terreux Raphaël,
Domard Monique,
Thozet Alain,
Merle Daphné,
Fillion Houda,
Walchshofer Nadia
Publication year - 2005
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.200400803
Subject(s) - chemistry , quinoline , benzimidazole , diels–alder reaction , stereochemistry , combinatorial chemistry , medicinal chemistry , organic chemistry , catalysis
Benzimidazole‐4,7‐diones 3a and 3b were synthesized and submitted to hetero Diels–Alder reactions with azadienes 4 and 5 to afford imidazo[4,5‐ g ]quinoline‐4,9‐diones 6 – 9 . The structure of the latter was assigned by X‐ray diffraction, 1 H NMR NOE DIFF experiments or by a molecular dynamics study. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)