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

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作  者:Lesong Li Tao Liu Xiaoli Zhang Xiaohan Hou Hao Dong Xiaoyang Li Weiwu Ren Yang Wang 

机构地区:[1]Molecular Synthesis Center&Key Laboratory of Marine Drugs,Chinese Ministry of Education,School of Medicine and Pharmacy,Ocean University of China,Qingdao 266003,China [2]Laboratory for Marine Drugs and Bioproducts,Qingdao National Laboratory for Marine Science and Technology(QNLM),Qingdao 266237,China

出  处:《Green Synthesis and Catalysis》2022年第1期69-78,共10页绿色合成与催化(英文)

基  金:We are thankful for the financial support from Ocean University of China(OUC),National Laboratory for Marine Science and Technology(QNLM)(Nos.LMDBCXRC201902,LMDBCXRC201903,tsqn201909056,tsqn202103152).The project is supported by the Fundamental Research Funds for the Central Universities.

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.

关 键 词:CATALYST-FREE Atom-economical 1 3-Dipolar cycloaddition C N-cyclic azomethine imine 5-Alkenyl thiazolone 2-Arylidenindane-1 3-dione 

分 类 号:O62[理学—有机化学]

 

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