A Practical and Metal-Free Approach Towards Synthesis of Spiro-Benzazepinoindole Derivatives via Pentafluorophenol Catalyzed Pictet-Spengler Reaction

被引:0
作者
Bansal, Diksha [1 ]
Nataraj, Gokulprasanth [1 ]
Elanchezhian, Chibisree [1 ]
Sivaganesan, Pooja [1 ]
Das, Mrinal Kanti [2 ]
Chaudhuri, Saikat [1 ,3 ]
机构
[1] CSIR Cent Leather Res Inst CSIR CLRI, Organ & Bioorgan Chem Lab, Chennai 600020, India
[2] Univ Kalyani, Karimpur Pannadevi Coll KPDC, Dept Chem, Nadia 741152, West Bengal, India
[3] AcSIR Acad Sci & Innovat Res, Ghaziabad 201002, Uttar Pradesh, India
关键词
Pictet-Spengler Cyclization; pentafluorophenol; indole; isatin; ninhydrin; spirobenzazepinoindole; CONSTRUCTION; CYCLIZATION;
D O I
10.1002/asia.202401437
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The efficient pentaflurophenol-catalyzed Pictet-Spengler cyclization was carried out which led to the formation of spirobenzazepinoindole. This article examines the methods and modifications of Pictet-Spengler cyclization in the synthesis of intricate organic compounds, emphasizing its significance in drug discovery and development. This reaction generally entails the condensation of an amine with an aldehyde or ketone, succeeded by an intramolecular cyclization step catalyzed by pentafluorophenol, an alternate for metal-mediated catalysts due to its facile characteristics which render it an invaluable asset in organic synthesis and catalysis. Spectroscopic methods like NMR (H-1, C-13 & DEPT-135), IR, and mass spectrometry were used to comprehensively analyze the produced spirobenzazepinoindoles. This method signifies the synthesizing spirobenzazepinoindole enhances efficiency, selectivity, and cost-effectiveness while enabling access to novel compounds with potential pharmacological applications.
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页数:6
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