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A versatile synthesis of 4,5‐dihydropyrrolo[1,2‐a]quinoxalines
Author(s) -
Abonia Rodrigo,
Insuasty Braulio,
Quiroga Jairo,
Kolshorn Heinz,
Meier Herbert
Publication year - 2001
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.5570380321
Subject(s) - chemistry , acetic acid , pyrrole , catalysis , organic chemistry , quinoxaline , ethanol , medicinal chemistry , combinatorial chemistry
The reaction of 1‐(2‐aminophenyl)pyrrole with aromatic or heteroaromatic aldehydes in ethanol and catalytic amounts of acetic acid leads to 4,5‐dihydropyrrolo[1,2‐ a ]quinoxalines in high yields. When aliphatic aldehydes were used under the same conditions, a slow oxidation to the corresponding pyrrolo[1,2‐ a ]quinoxalines can occur; the oxidation can be avoided by preparing in situ the 5‐acetyl derivatives of the 4,5‐dihydropyrrolo[1,2‐ a ]quinoxalines.