Oxidative Coupling of Hydroquinone Derivatives with Olefins to Dihydrobenzofurans.
Chem Pharm Bull (Tokyo)
; 72(6): 566-569, 2024.
Article
em En
| MEDLINE
| ID: mdl-38897954
ABSTRACT
Dihydrobenzofuran is an important skeleton for bioactive compounds and natural products. Hydroquinones can be easily modified into substituted hydroquinones, which effectively undergo oxidation to produce the corresponding benzoquinone derivatives. Benzoquinones are reactive electrophiles that are frequently utilized in coupling with olefins to dihydrobenzofurans. Herein, we report the one-pot oxidative coupling of hydroquinones bearing an electron-withdrawing group at the C2 position with olefins to dihydrobenzofurans in the presence of the Lewis acidic FeCl3 and 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ) oxidant. Furthermore, this method was applied to the oxidative coupling of N-electron-withdrawing group-substituted 4-aminophenol.
Palavras-chave
Texto completo:
1
Bases de dados:
MEDLINE
Assunto principal:
Benzofuranos
/
Alcenos
/
Hidroquinonas
Idioma:
En
Revista:
Chem Pharm Bull (Tokyo)
/
Chem. pharm. bull
/
Chemical & pharmaceutical bulletin
Ano de publicação:
2024
Tipo de documento:
Article