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

A. Goggiamani; A. Arcadi; A. Ciogli; Angelis M. De; S. Dessalvi; G. Fabrizi; Federica Iavarone; Antonia Iazzetti; A. Sferrazza; R. Zoppoli

doi: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 a-amino acids

A. Goggiamani^*, A. Arcadi, A. Ciogli, Angelis M. De, S. Dessalvi, G. Fabrizi, Federica Iavarone, Antonia Iazzetti, A. Sferrazza^*, R. Zoppoli

^*Autore corrispondente per questo lavoro

Risultato della ricerca: Contributo in rivista › Articolo

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.

Lingua originale	Inglese
pagine (da-a)	10090-10096
Numero di pagine	7
Rivista	RSC Advances
Volume	13
Numero di pubblicazione	15
DOI	https://doi.org/10.1039/d3ra01335a
Stato di pubblicazione	Pubblicato - 2023

All Science Journal Classification (ASJC) codes

Chimica Generale
Ingegneria Chimica Generale

Keywords

reaction

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10.1039/d3ra01335a

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

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.",

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author = "A. Goggiamani and A. Arcadi and A. Ciogli and De, \{Angelis M.\} and S. Dessalvi and G. Fabrizi and Federica Iavarone and Antonia Iazzetti and A. Sferrazza and R. Zoppoli",

year = "2023",

doi = "10.1039/d3ra01335a",

language = "English",

volume = "13",

pages = "10090--10096",

journal = "RSC Advances",

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publisher = "Royal Society of Chemistry",

number = "15",

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TY - JOUR

T1 - Synthesis of 3-substituted 2,3-dihydropyrazino[1,2- a]indol-4(1H)-ones by sequential reactions of 2- indolylmethyl acetates with a-amino acids

AU - Goggiamani, A.

AU - Arcadi, A.

AU - Ciogli, A.

AU - De, Angelis M.

AU - Dessalvi, S.

AU - Fabrizi, G.

AU - Iavarone, Federica

AU - Iazzetti, Antonia

AU - Sferrazza, A.

AU - Zoppoli, R.

PY - 2023

Y1 - 2023

N2 - 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.

AB - 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.

KW - reaction

UR - https://publicatt.unicatt.it/handle/10807/262296

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U2 - 10.1039/d3ra01335a

DO - 10.1039/d3ra01335a

M3 - Article

SN - 2046-2069

VL - 13

SP - 10090

EP - 10096

JO - RSC Advances

JF - RSC Advances

IS - 15

ER -

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

Abstract

All Science Journal Classification (ASJC) codes

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