Simple Synthesis of Multi‐Halogen Pyrazino[1,2‐a]indole‐1,8(2H,5aH)‐diones

Bulletin of the Korean Chemical Society

Yu‐¹  Rui‐¹  Xia Yang¹  Cheng Zhao¹  Ling‐¹ 

[1] Key Laboratory of Medicinal Chemistry for Natural Resource (Yunnan University), Ministry Education, School of Chemical Science and Technology Yunnan University Kunming 650091 PR China

关键词: Multi‐;    halogen indoles;    1H‐;    Indol‐;    5(7aH)‐;    one;    Enamino ester;    Multi‐;    halogen benzoquinone;    Cyclic condensation;   

DOI  :  10.1002/bkcs.10909

学科分类：化学（综合）

来源: Korean Chemical Society

【 摘 要 】

A concise and efficient one‐pot synthesis of multi‐halogen pyrazino[1,2‐a]indole‐1,8(2H,5aH)‐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.

【 授权许可】

Unknown