Citation: Lv Shuaipeng, Sun Yunfang, Xu Yue, Yang Shihai, Wang Lei. Lewis base catalyzed ring-expansion of isatin with 2, 2, 2-trifluorodiazoethane (CF₃CHN₂): An efficient route to 3-hydroxy-4-(trifluoromethyl)quinolinones[J]. Chinese Chemical Letters, ;2020, 31(6): 1568-1571. doi: 10.1016/j.cclet.2019.11.027 shu

Lewis base catalyzed ring-expansion of isatin with 2, 2, 2-trifluorodiazoethane (CF₃CHN₂): An efficient route to 3-hydroxy-4-(trifluoromethyl)quinolinones

Lv Shuaipeng ^a,b ,
Sun Yunfang ^b ,
Xu Yue ^a ,
Yang Shihai ^a,*, ,
Wang Lei ^b,*,

a.
Department of Traditional Chinese Medicine, Jilin Agricultural University, Changchun 130118, China
b.
Institute of Medicinal Plant Development, Chinese Academy of Medical Science & Peking Union Medical College Beijing 100193, China

siquan@163.com

lwang@implad.ac.cn

Received Date: 14 September 2019
Revised Date: 11 November 2019
Accepted Date: 18 November 2019
Available Online: 20 November 2019

Figures(6)

A Lewis base catalyzed ring expansion of isatin with 2, 2, 2-trifluorodiazoethane (CF₃CHN₂) is developed. It is characterized that the merge of tetramethylethylenediamine and CF₃CHN₂ generates reactive triazene intermediates, which construct substituted 3-hydroxy-4-(trifluoromethyl)quinolinones with high efficiency. Synthetic application of the procedure is broadened by 3-trifluormethylpyrazole fused 3-hydroxy-4-(trifluoromethyl)quinolinone synthesis.
- Ring-expansion,
- Lewis base,
- Heterocycle,
- Quinolinones,
- Triazene
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通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142

Lewis base catalyzed ring-expansion of isatin with 2, 2, 2-trifluorodiazoethane (CF3CHN2): An efficient route to 3-hydroxy-4-(trifluoromethyl)quinolinones

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通讯作者: 陈斌, bchen63@163.com

Lewis base catalyzed ring-expansion of isatin with 2, 2, 2-trifluorodiazoethane (CF₃CHN₂): An efficient route to 3-hydroxy-4-(trifluoromethyl)quinolinones