1. Simple Synthesis of Multi-Halogen Pyrazino[1,2- a]indole-1,8(2 H,5 aH)-diones.
- Author
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Yang, Rui-Xia, Zhao, Yu-Cheng, Kong, Ling-Bin, Yan, Sheng-Jiao, and Lin, Jun
- Subjects
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ESTERS , *CHEMICAL synthesis , *INDOLE compounds , *BENZOQUINONES , *CATALYSTS , *HALOGEN compounds - Abstract
A concise and efficient one-pot synthesis of multi-halogen pyrazino[1,2- a]indole-1,8(2 H,5 aH)-dione ( MHPID) derivatives by the reaction of an enamino ester with multi-halogen benzoquinone derivatives is described. MHPIDs 3a-3d were obtained with good yields (78-83%) by refluxing enamino esters 1a and 1b and tetrahalogen-1,4-benzoquinones 2a and 2b for 24 h without the use of catalysts. Compounds 3e-3p were also obtained with excellent yields (69-92%) via the reaction of the phenyl-substituted enamino esters 1c-1h with tetrahalogen-1,4-benzoquinones 2a and 2b in CH3CN catalyzed by Cs2CO3. These two protocols are efficient and effective for the synthesis of MHPIDs. [ABSTRACT FROM AUTHOR]
- Published
- 2016
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