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An Efficient Synthesis of Pyrrolo[1,2‐ a ] or Pyrido[1,2‐ a ]benzo[4,5]imidazo[1,2‐ c ]quinazoline Derivatives in Ionic Liquids Catalyzed by Iodine
Author(s) -
Wang Yue,
Liu JianQuan,
Wang XiangShan
Publication year - 2017
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.2967
Subject(s) - chemistry , quinazoline , benzimidazole , catalysis , ionic liquid , ionic bonding , domino , combinatorial chemistry , medicinal chemistry , covalent bond , organic chemistry , ion
2‐(1 H ‐benzo[ d ]imidazol‐2‐yl)anilines reacted with haloketones including 5‐chloropentan‐2‐one and 6‐chlorohexan‐2‐one catalyzed by iodine, giving benzo[4,5]imidazo[1,2‐ c ]pyrrolo[1,2‐ a ]quinazoline and 6 H ‐benzo[4,5]imidazo[1,2‐ c ]pyrido[1,2‐ a ]quinazoline derivatives, respectively. This domino‐type reaction formed two new heterocycles and three new covalent bonds in one‐pot procedure and provided a green method for the synthesis of fused pentacyclic heterocycles bearing both quinazoline and benzimidazole moieties in ionic liquids.