Synthesis of 4,5,6-trisubstituted 2,3-pyridinediones via Mannich reaction and oxidation-Michael addition of 3-hydroxy-2(1H)-pyridinones

被引:0
|
作者
Xie, Wen Lin [1 ]
Xiao, Chuang Ping [1 ]
Xie, Ling [1 ]
Zhou, Ying [1 ]
Li, Xue Feng [1 ]
Tang, Xu Fu [1 ]
Yuan, Chun Tao [1 ]
Qiu, Ming Hua [1 ]
机构
[1] Hunan Univ Sci & Technol, Key Lab Theoret Chem & Mol Simulat, Sch Chem & Chem Engn, Hunan Prov Univ Key Lab QSAR QSPR,Minist Educ, Xiangtan 411201, Peoples R China
关键词
Pyridinone; Mannich reaction; Oxidation; Michael addition; IRON;
D O I
10.1007/s11164-012-0495-z
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
4-Substituted 3-hydroxy-2(1H)-pyridinones 2 were prepared by Mannich reaction of 3-hydroxy-2(1H)-pyridinones with secondary amines and formaldehyde. The isolated products were then reacted with aromatic amines in the presence of NaIO3 as oxidant via oxidation-Michael addition to yield 4,5,6-trisubstituted-2,3-pyridinediones 3 in good yields (80.2-88.9%). The structures of the products were characterized by H-1 NMR, ESI-MS, and IR, and elemental analysis.
引用
收藏
页码:1699 / 1705
页数:7
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