The synthesis of 2,3-dihydropyrazino[1,2-a]indol-4(1H)-ones from the sequential reaction of amino acid methyl esters with readily available indole-2-ylmethyl acetates is described. The reaction proceeds in situ under basic conditions of highly unstable and reactive 2-alkylideneindolenines followed by Michael-type addition of a-amino acid methyl esters/intramolecular cyclization.

Synthesis of 3-substituted 2,3-dihydropyrazino[1,2-a]indol-4(1H)-ones by sequential reactions of 2-indolylmethyl acetates with α-amino acids / Goggiamani, Antonella; Arcadi, Antonio; Ciogli, Alessia; De Angelis, Martina; Dessalvi, Stefano; Fabrizi, Giancarlo; Iavarone, Federica; Iazzetti, Antonia; Sferrazza, Alessio; Zoppoli, Roberta. - In: RSC ADVANCES. - ISSN 2046-2069. - 13:15(2023), pp. 10090-10096. [10.1039/d3ra01335a]

Synthesis of 3-substituted 2,3-dihydropyrazino[1,2-a]indol-4(1H)-ones by sequential reactions of 2-indolylmethyl acetates with α-amino acids

Goggiamani, Antonella
;
Arcadi, Antonio;Ciogli, Alessia;De Angelis, Martina;Dessalvi, Stefano;Fabrizi, Giancarlo;Iazzetti, Antonia;Sferrazza, Alessio
;
Zoppoli, Roberta
2023

Abstract

The synthesis of 2,3-dihydropyrazino[1,2-a]indol-4(1H)-ones from the sequential reaction of amino acid methyl esters with readily available indole-2-ylmethyl acetates is described. The reaction proceeds in situ under basic conditions of highly unstable and reactive 2-alkylideneindolenines followed by Michael-type addition of a-amino acid methyl esters/intramolecular cyclization.
2023
2,3-dihydropyrazino[1,2- a]indol-4(1H)-ones; 2-indolylmethyl acetates; 2-alkylideneindolenines.
01 Pubblicazione su rivista::01a Articolo in rivista
Synthesis of 3-substituted 2,3-dihydropyrazino[1,2-a]indol-4(1H)-ones by sequential reactions of 2-indolylmethyl acetates with α-amino acids / Goggiamani, Antonella; Arcadi, Antonio; Ciogli, Alessia; De Angelis, Martina; Dessalvi, Stefano; Fabrizi, Giancarlo; Iavarone, Federica; Iazzetti, Antonia; Sferrazza, Alessio; Zoppoli, Roberta. - In: RSC ADVANCES. - ISSN 2046-2069. - 13:15(2023), pp. 10090-10096. [10.1039/d3ra01335a]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/1699500
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