We present a method for the synthesis of substituted indolo[1,2-a]quinoline-5(6H)-ones starting from 1-(2-ethynylphenyl)-1H-indoles. The transformation involves gold-catalyzed oxidation of the triple bond followed by acid-promoted intramolecular cyclization at the indole C2 position. Demonstrating noteworthy versatility, the reaction tolerates a wide array of substituents on the indole core and proceeds in good to excellent yields (up to 93%).

One‐Pot Gold/Acid‐Catalyzed Synthesis of Indolo[1,2‐a]quinolin‐5(6H)‐ones from 1‐(2‐Ethynylphenyl)‐1H‐indoles / E. Brambilla, M. Gugiatti, S. Rizzato, G. Abbiati, V. Pirovano. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - (2024), pp. e202400083.1-e202400083.9. [Epub ahead of print] [10.1002/ejoc.202400083]

One‐Pot Gold/Acid‐Catalyzed Synthesis of Indolo[1,2‐a]quinolin‐5(6H)‐ones from 1‐(2‐Ethynylphenyl)‐1H‐indoles

E. Brambilla
Primo
;
S. Rizzato;G. Abbiati
Penultimo
;
V. Pirovano
Ultimo
2024

Abstract

We present a method for the synthesis of substituted indolo[1,2-a]quinoline-5(6H)-ones starting from 1-(2-ethynylphenyl)-1H-indoles. The transformation involves gold-catalyzed oxidation of the triple bond followed by acid-promoted intramolecular cyclization at the indole C2 position. Demonstrating noteworthy versatility, the reaction tolerates a wide array of substituents on the indole core and proceeds in good to excellent yields (up to 93%).
Settore CHIM/06 - Chimica Organica
2024
13-mar-2024
Article (author)
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/1042932
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