详细信息

Visible-light-induced self-catalyzed fluoroalkylation/cyclization of N-arylcinnamamides: synthesis of fluoroalkyl-containing 3,4-disubstituted dihydro-1,5-naphthyridin-2(1H)-ones and 7,8-disubstituted dihydropyrido[3,2-d]pyrimidin-6(5H)-ones  ( SCI-EXPANDED收录 EI收录)  

文献类型:期刊文献

英文题名:Visible-light-induced self-catalyzed fluoroalkylation/cyclization of N-arylcinnamamides: synthesis of fluoroalkyl-containing 3,4-disubstituted dihydro-1,5-naphthyridin-2(1H)-ones and 7,8-disubstituted dihydropyrido[3,2-d]pyrimidin-6(5H)-ones

作者:Yao, Hongmiao[1];Zeng, Qianding[1];Tang, Yiqun[1];Yang, Xiangqiao[1];Wang, Shaodong[1];Ren, Jiangmeng[1];Zeng, Bu-Bing[1]

机构:[1]East China Univ Sci & Technol, Sch Pharm, 130 Meilong Rd, Shanghai, Peoples R China

年份:2024

卷号:48

期号:28

起止页码:12664

外文期刊名:NEW JOURNAL OF CHEMISTRY

收录:;EI(收录号:20242716645654);WOS:【SCI-EXPANDED(收录号:WOS:001260691400001),CCR-EXPANDED(收录号:WOS:001260691400001)】;

基金:This work was financially supported by the Shanghai Frontiers Science Center of Optogenetic Techniques for Cell Metabolism (Shanghai Municipal Education Commission).

语种:英文

外文关键词:Free radical reactions - Sodium compounds

摘要:A novel visible-light-mediated fluoroalkylation/cyclization tandem process for constructing fluoroalkyl-containing 3,4-disubstituted dihydro-1,5-naphthyridin-2(1H)-ones and 7,8-disubstituted dihydropyrido[3,2-d]pyrimidin-6(5H)-ones has been explored. This method is compatible with a wide range of N-arylcinnamamides as well as sodium fluoroalkylsulfonates (RfSO(2)Na, Rf = CHF2, CF3, C4F9, C6F13) and avoids the need for any external oxidant or photocatalyst. Mechanism studies revealed that the singlet oxygen coexists with the superoxide radical anion through energy transfer and single electron transfer processes during the photoredox reaction.

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