Synthesis of Phenethylamine‐Azulene Conjugates Enabled by Regioselective Ring Opening of Aziridines-Reference-Cited by-同舟云学术

Synthesis of Phenethylamine‐Azulene Conjugates Enabled by Regioselective Ring Opening of Aziridines

Published:2023-12-06 Issue: Volume: Page:
ISSN:1615-4150
Container-title:Advanced Synthesis & Catalysis
language:en
Short-container-title:Adv Synth Catal

Author:

García‐Martínez Patricia¹²³,Bernardo Olaya¹²³,Borge Javier⁴^ORCID,González Javier¹,López Luis A.¹²³^ORCID

Affiliation:

1. Departamento de Química Orgánica e Inorgánica Universidad de Oviedo Julián Clavería 8 33006- Oviedo Spain

2. Instituto Universitario de Química Organometálica “Enrique Moles” Universidad de Oviedo 33006- Oviedo Spain

3. Centro de Innovación en Química Avanzada (ORFEO-CINQA) Universidad de Oviedo 33006- Oviedo Spain

4. Departamento de Química Física y Analítica Universidad de Oviedo Julián Clavería 8 33006- Oviedo Spain

Abstract

AbstractThe BF3⋅OEt2‐catalyzed reaction of azulene with N‐protected aziridines represents a general, efficient (up to 91% yield) and regioselective approach to phenethylamine‐azulene conjugates. Stereochemical studies and DFT calculations lend support to a concerted SN2‐type mechanism governing the ring‐opening of the aziridine.

Funder

Universidad de Oviedo

Publisher

Wiley

Subject

General Chemistry

Link

https://onlinelibrary.wiley.com/doi/pdf/10.1002/adsc.202301117

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