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Regioselectively Synthesis of Thiazolo[4,5‐ a ]acridines and Oxazolo[5,4‐ a ]thiazolo[5,4‐ j ]acridines via Multicomponent Domino Reactions
Author(s) -
Xie Xin,
Zhang Fan,
Geng DeMin,
Wang LiLi,
Hao WenJuan,
Jiang Bo,
Tu ShuJiang
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.2437
Subject(s) - chemistry , domino , regioselectivity , ammonium acetate , microwave irradiation , combinatorial chemistry , organic chemistry , high performance liquid chromatography , catalysis
A regioselective three‐component reaction of aromatic aldehydes, 2‐hydroxy‐1,4‐naphthoquinone and benzo[ d ]thiazol‐5‐amine in HOAc under microwave irradiation has been developed. A series of new thiazolo‐fused benzo[ h ]acridines were synthesized with high chemical yields in this one‐pot reaction . The resulting thiazolo‐fused acridines were employed to further react with aldehydes and ammonium acetate to give polycyclic‐fused oxazolo[5,4‐ a ]thiazolo[5,4‐ j ]acridines. The present synthesis shows several advantages, such as operational simplicity, fast reaction rates, which makes it a useful and attractive process of library generation for drug discovery.