An Efficient Construction of CF3‐Substituted Spirooxindole‐Fused Benzo[a]quinolizidines by a Three‐Component Cyclization

• Published in: European journal of organic chemistry Vol. 2021; no. 30; pp. 4405 - 4408
• Main Authors: Hu, Yijie, Ye, Liufeiyang, Chen, Jie, Zhang, Hui, Deng, Hongmei, Lin, Jin‐Hong, Cao, Weiguo
• Format: Journal Article
• Language: English
• Published: WEINHEIM Wiley 13.08.2021
• Subjects: Benzo[a]quinolizidines; Chemistry; Chemistry, Organic; Cyclization; Fluorine; Physical Sciences; Science & Technology; Spirocyclic-oxindoles; Trifluoromethyl; Spirocyclic-oxindoles; Fluorine; ONE-POT SYNTHESIS; 1,4-DIPOLAR CYCLOADDITION; TETRABENAZINE; FACILE SYNTHESIS; Cyclization; DIASTEREOSELECTIVE SYNTHESIS; HETEROCYCLES; ISOQUINOLINE; Trifluoromethyl; CONDENSATION; Benzo[a]quinolizidines; SORAFENIB RESISTANCE; TRIFLUOROMETHYLATION
• ISSN: 1434-193X; 1099-0690
• DOI: 10.1002/ejoc.202100809

Benzo[a]quinolizidine is a key subunit in numerous natural products and pharmaceuticals, and therefore its synthesis has received much attention in resent years. Described herein is a convenient three‐component cyclization for the efficient construction of CF3‐substituted spirooxindole‐fused benzo[a]quinolizidines by using CF3‐propiolate as a building block. This attractive protocol may find great synthetic utility since CF3‐containing complex structures were installed by a one‐step cyclization under mild conditions. Herein a three‐component cyclization for the efficient construction of CF3‐substituted spirooxindole‐fused benzo[a]quinolizidines by using CF3‐propiolate as a building block is described. Mild conditions and convenient operations make this protocol attractive.