Catalyst-free three-component sequencing for efficient assembly of [1,3] oxazine N-fused imidazole-2-thiones

被引:18
作者
Chen, En [1 ]
Shao, Jiaan [2 ]
Tang, Pai [1 ]
Shu, Ke [1 ]
Chen, Wenteng [1 ]
Yu, Yongping [1 ]
机构
[1] Zhejiang Univ, Coll Pharmaceut Sci, Hangzhou 310058, Zhejiang, Peoples R China
[2] Zhejiang Sci Tech Univ, Dept Chem, Hangzhou 310018, Zhejiang, Peoples R China
基金
中国国家自然科学基金;
关键词
MULTICOMPONENT REACTIONS; DOMINO APPROACH; FUNCTIONALIZATION; CYCLIZATION; 1,3-OXAZINES; HETEROCYCLES; DIVERSITY; METAL; TOOL;
D O I
10.1039/c8gc01766b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A one-pot, catalyst-free, three-component sequential double-annulation from amine alcohols, glyoxal monohydrates and KSCN underwent imine formation/intramolecular cyclization/[3 + 2] cycloaddition. This tandem and green reaction offered [1,3] oxazine N-fused imidazole-2-thiones in a mild condition, with a very short reaction time, wide variation in functional groups, high efficacy on the gram-large scale and followed group-assisted purification chemistry work-up.
引用
收藏
页码:3696 / 3699
页数:4
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