Intramolecular Cyclization of Azido-Isocyanides Triggered by the Azide Anion: An Experimental and Computational Study.

Azides / chemistry Cyanides Cyclization Molecular Structure Cyanamide Quinoxalines / chemistry

Journal

The Journal of organic chemistry
ISSN: 1520-6904
Titre abrégé: J Org Chem
Pays: United States
ID NLM: 2985193R

Informations de publication

Date de publication:
07 Jul 2023
Historique:
medline: 10 7 2023
pubmed: 20 6 2023
entrez: 20 6 2023
Statut: ppublish

Résumé

This work describes the unprecedented intramolecular cyclization occurring in a set of α-azido-ω-isocyanides in the presence of catalytic amounts of sodium azide. These species yield the tricyclic cyanamides [1,2,3]triazolo[1,5-

Identifiants

DOI: 10.1021/acs.joc.3c00558 PMID: 37338459
pubmed: 37338459
doi: 10.1021/acs.joc.3c00558
doi:

Substances chimiques

Azides 0
Cyanides 0
Cyanamide 420-04-2
Quinoxalines 0

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

8658-8668

Auteurs

Mateo Alajarin (M)

Departamento de Química Orgánica, Facultad de Química, Regional Campus of International Excellence "Campus Mare Nostrum", Universidad de Murcia, E-30100 Murcia, Spain.
ORCID: 0000-0002-7112-5578

Guillermo Cutillas-Font (G)

Departamento de Química Orgánica, Facultad de Química, Regional Campus of International Excellence "Campus Mare Nostrum", Universidad de Murcia, E-30100 Murcia, Spain.

Carmen Lopez-Leonardo (C)

Departamento de Química Orgánica, Facultad de Química, Regional Campus of International Excellence "Campus Mare Nostrum", Universidad de Murcia, E-30100 Murcia, Spain.
ORCID: 0000-0001-8737-4280

Raul-Angel Orenes (RA)

ACTI, Universidad de Murcia, E-30100 Murcia, Spain.

Marta Marin-Luna (M)

Departamento de Química Orgánica, Facultad de Química, Regional Campus of International Excellence "Campus Mare Nostrum", Universidad de Murcia, E-30100 Murcia, Spain.
ORCID: 0000-0003-3531-6622

Aurelia Pastor (A)

Departamento de Química Orgánica, Facultad de Química, Regional Campus of International Excellence "Campus Mare Nostrum", Universidad de Murcia, E-30100 Murcia, Spain.
ORCID: 0000-0003-0437-2605

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Classifications MeSH

questionsmedicales.fr › Composés chimiques organiques › Azotures › Intramolecular Cyclization of...
questionsmedicales.fr › Produits chimiques inorganiques › Composés de l'azote › Acide cyanhydrique › Cyanures › Intramolecular Cyclization of...
questionsmedicales.fr › Métabolisme › Cyclisation › Intramolecular Cyclization of...
questionsmedicales.fr › Phénomènes chimiques › Structure moléculaire › Intramolecular Cyclization of...
questionsmedicales.fr › Composés chimiques organiques › Imines › Carbodiimides › Cyanamide › Intramolecular Cyclization of...
questionsmedicales.fr › Composés hétérocycliques › Composés hétérocycliques à cycles fusionnés › Composés hétérobicycliques › Quinoxalines › Intramolecular Cyclization of...