Catalyst-free and atom-economical 1,3-dipolar cycloaddition of C,N-cyclic azomethine imines: Facile synthesis of isoquinoline-fused spirocycles

Green Synthesis and Catalysis

Tao Liu¹  Yang Wang¹  Xiaohan Hou¹  Xiaoyang Li¹  Hao Dong²  Weiwu Ren²  Lesong Li²  Xiaoli Zhang² 

[1] Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao, 266003, China;;Molecular Synthesis Center &

关键词: Catalyst-free;    Atom-economical;    1,3-Dipolar cycloaddition;    C,N-cyclic azomethine imine;    5-Alkenyl thiazolone;    2-Arylidenindane-1,3-dione;   

DOI  :  

来源: DOAJ

【 摘 要 】

A highly efficient and environmentally benign 1,3-dipolar cycloaddition of C,N - cyclic azomethine imines with 5-alkenyl thiazolones and 2-arylidenindane-1,3-diones is developed for the construction of congested quaternary spiro-carbon centers. All these transformations can be smoothly performed in ethanol at room temperature, providing a catalyst-free and atom-economical access to diversely substituted novel isoquinoline-fused spirocycles in almost quantitative yields with high diastereoselectivities. The promising anti-tumor activity of these structurally novel spirocyclic compounds is reported as well.

【 授权许可】

Unknown