Bifunctinoal Phosphonium Salt‐Catalyzed Asymmetric Cyclodearomatization of 2‐Nitroindoles and 2‐Nitrobenzofurans for Constructing CF3‐Containing Spiro‐Polycycles. Issue 12 (23rd April 2021)

• Record Type: Journal Article
• Authors: Jiang, Zhiyu; Liu, Xin; Zhang, Hongkui; Tan, Jian‐Ping; Ren, Xiaoyu; Gao, Guowei; Wang, Tianli
• Is Part Of: Advanced synthesis & catalysis. Volume 363:Issue 12(2021)
• Page Start: 3115
• Page End: 3120
• Publication Date: 2021-04-23
• Subjects: CF3-containing spiro-polycycles -- dipeptided phosphonium salt -- cyclodearomatization -- 2-nitroindoles -- 2-nitrobenzofurans; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202100328
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: An efficient enantioselective dearomative cycloaddition reaction between either 2‐nitroindoles or 2‐nitrobenzofurans and N ‐2, 2, 2‐trifluoroethylisatin ketimines by dipeptided phosphonium salt catalysis is firstly established. This protocol provides a new and facile synthetic approach to create a variety of CF3 ‐containing polycyclic spirooxindole derivatives under mild reaction conditions with high yields in excellent diastereo‐ and enantioselectivities (all >20:1 dr, up to 95% ee). Abstract :