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

被引：0

作者：

Yang, Rui-Xia ^{[1
]}

Zhao, Yu-Cheng ^{[1
]}

Kong, Ling-Bin ^{[1
]}

Yan, Sheng-Jiao ^{[1
]}

Lin, Jun ^{[1
]}

机构：

[1] Yunnan Univ, Sch Chem Sci & Technol, Minist Educ, Key Lab Med Chem Nat Resource, Kunming 650091, Peoples R China

来源：

BULLETIN OF THE KOREAN CHEMICAL SOCIETY | 2016年 / 37卷 / 10期

关键词：

Multi-halogen indoles; 1H-Indol-5(7aH)-one; Enamino ester; Multi-halogen benzoquinone; Cyclic condensation; MONOTERPENOID INDOLE ALKALOIDS; HETEROCYCLIC KETENE AMINALS; REGIOSELECTIVE SYNTHESIS; CROSS-LINKING; DERIVATIVES; ANTITUMOR; INHIBITORS; DISCOVERY; POTENT; CONSTRUCTION;

D O I：

10.1002/bkcs.10909

中图分类号：

O6 [化学];

学科分类号：

0703 ;

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.

引用

页码：1593 / 1599

页数：7

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