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

Autor: Lesong Li, Tao Liu, Xiaoli Zhang, Xiaohan Hou, Hao Dong, Xiaoyang Li, Weiwu Ren, Yang Wang
Jazyk: angličtina
Rok vydání: 2022
Předmět:
Zdroj: Green Synthesis and Catalysis, Vol 3, Iss 1, Pp 69-78 (2022)
Druh dokumentu: article
ISSN: 2666-5549
DOI: 10.1016/j.gresc.2021.11.005
Popis: 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.
Databáze: Directory of Open Access Journals