Rhodium-Catalyzed Merging of 2-Arylquinazolinone and 2,2-Difluorovinyl Tosylate: Diverse Synthesis of Monofluoroolefin Quinazolinone Derivatives

被引:14
作者
Wang, Ning [1 ]
Yang, Qin [1 ]
Deng, Zhihong [1 ]
Mao, Xuechun [1 ]
Peng, Yiyuan [1 ]
机构
[1] Jiangxi Normal Univ, Key Lab Funct Small Organ Mol, Jiangxi Prov Key Lab Green Chem, Minist Educ, Nanchang 330022, Jiangxi, Peoples R China
基金
中国国家自然科学基金;
关键词
FLUORINATED ALCOHOLS; H FLUOROALKENYLATION; INHIBITORS; FUNCTIONALIZATION; PHARMACEUTICALS; HETEROARENES; ALKALOIDS; CHEMISTRY; QUINOLINE; MIMICS;
D O I
10.1021/acsomega.0c01344
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient method for the synthesis of 2-(o-monofluoroalkenylaryl)quinazolinone derivatives was developed. In this context, the quinazolinone ring served as the inherent directing group, 2,2-difluorovinyl tosylate was used as the monofluoroolefin synthon, and Rh(III)-catalyzed C-H bond difluorovinylation of 2-arylquinazolinons was performed to give the corresponding monofluoroalkene-containing quinazolinons in yields of 65-92%. The method is characterized by broad synthetic utility, mild conditions, and high efficiency.
引用
收藏
页码:14635 / 14644
页数:10
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