Overcoming Product Inhibition in a Nucleophilic Aromatic Substitution Reaction.
Org Lett
; 26(4): 804-808, 2024 Feb 02.
Article
em En
| MEDLINE
| ID: mdl-38232150
ABSTRACT
The development of a nucleophilic aromatic substitution (SNAr) reaction for the synthesis of belzutifan and related analogues is disclosed. This classical transformation suffered from reaction stalling, despite prolonged reaction times. Through experimental and mechanistic studies, product inhibition was revealed and rationalized. Herein, we describe our efforts to overcome this synthetic challenge and demonstrate the importance of the judicious choice of the solvent to achieve reactivity.
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Coleções:
01-internacional
Base de dados:
MEDLINE
Idioma:
En
Ano de publicação:
2024
Tipo de documento:
Article