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, A., Arcadi, A., Ciogli, A., De Angelis, M., Dessalvi, S., Fabrizi, G., Iavarone, F., Iazzetti, A., Sferrazza, A., Zoppoli, R.. - 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.| File | Dimensione | Formato | |
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