Metal‐ and Solvent‐Free Synthesis of Maleimide Fused Carbazoles from (Indol‐3‐Yl)cyclohexanones and Maleimides. Issue 13 (24th May 2022)

• Record Type: Journal Article
• Authors: Fang, Fang; Zheng, Haolin; Li, Weipeng; Mao, Guojiang; Chen, Shanping; Deng, Guo‐Jun
• Is Part Of: Advanced synthesis & catalysis. Volume 364:Issue 13(2022)
• Page Start: 2190
• Page End: 2196
• Publication Date: 2022-05-24
• Subjects: Oxidation -- Annulation -- Dehydrogenation -- Metal-free -- Solvent-free; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.202200241
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: A metal‐ and solvent‐free strategy for the preparation of maleimide‐fused carbazoles has been developed. This protocol started from 2‐(indol‐3‐yl)cyclohexanones and maleimides, providing various maleimide‐fused carbazoles in 45–90% yields. The present approach was catalyzed by trimethylsulfoxonium iodide and involved a cascade of oxidation, [4+2] annulation, and dehydrogenative aromatization. Moreover, these maleimide‐fused carbazole products could be further transformed into other polycyclic aromatic hydrocarbons. Abstract :