Theoretical Study of the Mechanism of the Formation of Azomethine Ylide from Isatine and Sarcosine and Its Reactivity in 1,3-Dipolar Cycloaddition Reaction with 7-Oxabenzonorbornadiene.
1,3-dipolar cycloadditions
DFT calculations
azomethine ylide
isatine
reaction mechanism
Journal
International journal of molecular sciences
ISSN: 1422-0067
Titre abrégé: Int J Mol Sci
Pays: Switzerland
ID NLM: 101092791
Informations de publication
Date de publication:
13 Jun 2024
13 Jun 2024
Historique:
received:
25
05
2024
revised:
07
06
2024
accepted:
10
06
2024
medline:
27
6
2024
pubmed:
27
6
2024
entrez:
27
6
2024
Statut:
epublish
Résumé
The reaction mechanism of tthe formation of azomethine ylides from isatins and sarcosine is addressed in the literature in a general manner. This computational study aims to explore the mechanistic steps for this reaction in detail and to assess the reactivity of formed ylide in a 1,3-dipolar cycloaddition reaction with 7-oxabenzonorbornadiene. For this purpose, density functional theory (DFT) calculations at the M06-2X(SMD,EtOH)/6-31G(d,p) level were employed. The results indicate that CO
Identifiants
pubmed: 38928235
pii: ijms25126524
doi: 10.3390/ijms25126524
pii:
doi:
Substances chimiques
Thiosemicarbazones
0
azomethine
0
Azo Compounds
0
Sarcosine
Z711V88R5F
Isatin
82X95S7M06
Norbornanes
0
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Subventions
Organisme : Croatian Science Foundation
ID : IP-2022-10-4385
Organisme : Institute for Chemical Research, Kyoto, Japan
ID : 2022-38