Ring Contraction by Rearrangement of Sterically Congested Cyclic (Amino)(aryl)carbenes.
J Org Chem
; 89(11): 7795-7803, 2024 Jun 07.
Article
de En
| MEDLINE
| ID: mdl-38808612
ABSTRACT
The rearrangement of sterically congested cyclic (amino)(aryl)carbenes (CAArCs) by the reaction of related iminium salts with potassium bis(trimethylsilyl)amide is reported, allowing for forming benzocyclobutanimines via a ring contraction process. Mechanistic studies by theoretical calculations indicate that the formation of conjugated ketenimines as intermediates could be considered, in which steric hindrance caused by N-alkyl motifs of CAArCs plays an important role in promoting the ring-opening by the cleavage of C-N bond.
Texte intégral:
1
Collection:
01-internacional
Base de données:
MEDLINE
Langue:
En
Journal:
J Org Chem
/
J. org. chem
/
Journal of organic chemistry
Année:
2024
Type de document:
Article
Pays d'affiliation:
Chine
Pays de publication:
États-Unis d'Amérique