Three-Component Bicyclization Leading to Densely Functionalized Pyrazolo[3,4-d]thiazolo[3,2-a]pyrimidines

被引:8
|
作者
Hao, Wen-Juan [1 ]
Zhou, Peng [1 ]
Wu, Fei-Yue [1 ]
Jiang, Bo [1 ,2 ]
Tu, Shu-Jiang [1 ]
Li, Guigen [2 ,3 ]
机构
[1] Jiangsu Normal Univ, Sch Chem & Chem Engn, Xuzhou 221116, Jiangsu, Peoples R China
[2] Texas Tech Univ, Dept Chem & Biochem, Lubbock, TX 79409 USA
[3] Nanjing Univ, Collaborat Innovat Ctr Chem Life Sci, Inst Chem & BioMed Sci, Nanjing 210093, Jiangsu, Peoples R China
基金
美国国家科学基金会; 美国国家卫生研究院; 中国国家自然科学基金;
关键词
Multicomponent reactions; Microwave chemistry; Cyclization; Polycycles; Fused-ring systems; STEREOSELECTIVE-SYNTHESIS; MULTICOMPONENT REACTIONS; DOMINO REACTION; ACCESS; CONSTRUCTION; RITANSERIN; HETEROANNULATION; CYCLOADDITION; DERIVATIVES; PATHWAYS;
D O I
10.1002/ejoc.201600163
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A three-component bicyclization strategy for the efficient synthesis of densely functionalized pyrazolo[3,4-d]thiazolo[3,2-a]pyrimidines from readily accessible aryl aldehydes, -thiocyanate ketones, and pyrazol-5-amines was established. The reaction pathway involves a nucleophilic addition/5-exo-trig/6-endo-trig bicyclization sequence that results in continuous multiple bond-forming events, including the formation of C-N and C-C bonds, to give high levels of molecular complexity.
引用
收藏
页码:1968 / 1971
页数:4
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