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Transition metal-free regioselective direct acylation of quinazolines for the synthesis of acylquinazoline derivatives.
Chen, Wei; Fang, Jingjun; Huang, Jian; Yang, Qin; Song, Zhibin; Ding, Qiuping; Wang, Hongming; Peng, Yiyuan.
Afiliación
  • Chen W; Key Laboratory for Green Chemistry of Jiangxi Province, College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang, 330022, China. YYPeng@jxnu.edu.cn.
  • Fang J; Key Laboratory for Green Chemistry of Jiangxi Province, College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang, 330022, China. YYPeng@jxnu.edu.cn.
  • Huang J; Key Laboratory for Green Chemistry of Jiangxi Province, College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang, 330022, China. YYPeng@jxnu.edu.cn.
  • Yang Q; Key Laboratory for Green Chemistry of Jiangxi Province, College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang, 330022, China. YYPeng@jxnu.edu.cn.
  • Song Z; Key Laboratory for Green Chemistry of Jiangxi Province, College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang, 330022, China. YYPeng@jxnu.edu.cn.
  • Ding Q; Key Laboratory for Green Chemistry of Jiangxi Province, College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang, 330022, China. YYPeng@jxnu.edu.cn.
  • Wang H; Institute for Advanced Study, Nanchang University, Nanchang 330031, China.
  • Peng Y; Key Laboratory for Green Chemistry of Jiangxi Province, College of Chemistry and Chemical Engineering, Jiangxi Normal University, Nanchang, 330022, China. YYPeng@jxnu.edu.cn.
Org Biomol Chem ; 21(42): 8603-8616, 2023 Nov 01.
Article en En | MEDLINE | ID: mdl-37861432
ABSTRACT
An efficient, mild method for direct regioselective acylation of quinazolines under metal-free conditions was developed with bis(trifluoroacetoxy)iodobenzene and trimethylsilyl azide at ambient temperature. The acylation reaction of quinazolines with aldehydes gave the corresponding acyl quinazolines in ethyl acetate with good to excellent yields and excellent functional group tolerance and site selectivity. In addition, the mechanism of the direct acylation of quinazolinone was investigated through HPLC-HRMS (high pressure liquid chromatography-high resolution mass spectrometry) and EPR (electron paramagnetic resonance) strategies.
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Texto completo: 1 Base de datos: MEDLINE Idioma: En Revista: Org Biomol Chem Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2023 Tipo del documento: Article País de afiliación: China
Texto completo
Imprimir
XML
PubMed Links
Buscar en Google

Texto completo: 1 Base de datos: MEDLINE Idioma: En Revista: Org Biomol Chem Asunto de la revista: BIOQUIMICA / QUIMICA Año: 2023 Tipo del documento: Article País de afiliación: China