Synthesis of 3-substituted 2,3-dihydropyrazino[1,2-<i>a</i>]indol-4(1<i>H</i>)-ones by sequential reactions of 2-indolylmethyl acetates with α-amino acids-Reference-Cited by-同舟云学术

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

Published:2023 Issue:15 Volume:13 Page:10090-10096
ISSN:2046-2069
Container-title:RSC Advances
language:en
Short-container-title:RSC Adv.

Author:

Goggiamani Antonella¹^ORCID,Arcadi Antonio²^ORCID,Ciogli Alessia¹,De Angelis Martina¹,Dessalvi Stefano¹,Fabrizi Giancarlo¹,Iavarone Federica³⁴,Iazzetti Antonia³⁴^ORCID,Sferrazza Alessio¹⁵,Zoppoli Roberta¹

Affiliation:

1. Dipartimento di Chimica e Tecnologie del Farmaco, Sapienza, Università di Roma, P.le A. Moro 5, 00185 Rome, Italy

2. Dipartimento di Dipartimento di Scienze Fisiche e Chimiche, Università degli Studi di L'Aquila, Via Vetoio, 67100 Coppito (AQ), Italy

3. Dipartimento di Scienze Biotecnologiche di base, Cliniche Intensivologiche e Perioperatorie, Università Cattolica del Sacro Cuore, L.go Francesco Vito 1, 00168 Rome, Italy

4. Policlinico Universitario ‘A. Gemelli’ Foundation-IRCCS, Rome, 00168, Italy

5. Alessio Sferrazza is currently a research scientist in IRBM S.p.A., Medicinal Chemistry Department, Pomezia, Roma, Italy

Abstract

The synthesis of 2,3-dihydropyrazino[1,2-a]indol-4(1H)-ones through thein situgeneration of 2-methide-2H-indole intermediate I starting from 2-indolylmethyl acetates under basic conditions/nucleophilic Michael addition/cyclization cascade reaction.

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemical Engineering,General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2023/RA/D3RA01335A

Reference52 articles.

1. Rational Approaches, Design Strategies, Structure Activity Relationship and Mechanistic Insights for Esterase Inhibitors

2. A review on recent developments of indole-containing antiviral agents

3. Intramolecular Dearomative Oxidative Coupling of Indoles: A Unified Strategy for the Total Synthesis of Indoline Alkaloids

4. Marine Indole Alkaloids: Potential New Drug Leads for the Control of Depression and Anxiety

5. Cascade reaction based synthetic strategies targeting biologically intriguing indole polycycles