One-pot concise syntheses of benzimidazo[2,1-a]isoquinolines by a microwave-accelerated tandem process

被引:51
作者
Okamoto, Noriko [1 ,2 ]
Sakurai, Keisuke [1 ]
Ishikura, Minoru [3 ]
Takeda, Kei [2 ]
Yanada, Reiko [1 ]
机构
[1] Hiroshima Int Univ, Fac Pharmaceut Sci, Hiroshima 7370112, Japan
[2] Hiroshima Univ, Grad Sch Med Sci, Dept Synthet Organ Chem, Minami Ku, Hiroshima 7348553, Japan
[3] Hlth Sci Univ Hokkaido, Fac Pharmaceut Sci, Ishikari, Hokkaido 0610293, Japan
关键词
PALLADIUM-CATALYZED SONOGASHIRA; COPPER-FREE; NUCLEOPHILIC-ADDITION; BIOLOGICAL EVALUATION; COUPLING REACTIONS; ARYL CHLORIDES; AMINE-FREE; ISOQUINOLINES; CYCLIZATION; DESIGN;
D O I
10.1016/j.tetlet.2009.04.126
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Direct, efficient syntheses of the benzimidazo[2,1-a]isoquinoline ring system have been achieved with 2-bromoarylaldehydes, terminal alkynes, and 1,2-phenylenediamines by a microwave-accelerated tandem process in which a Sonogashira coupling, 5-endo cyclization, oxidative aromatization, and 6-endo cyclization can be performed in a single synthetic operation. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4167 / 4169
页数:3
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