Lewis base catalyzed ring-expansion of isatin with 2,2,2-trifluorodiazoethane(CF3CHN2):An efficient route to3-hydroxy-4-(trifluoromethyl)quinolinones  

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作  者:Shuaipeng Lv Yunfang Sun Yue Xu Shihai Yang Lei Wang 

机构地区:[1]Department of Traditional Chinese Medicine,Jilin Agricultural University,Changchun 130118,China [2]Institute of Medicinal Plant Development,Chinese Academy of Medical Science&Peking Union Medical College,Beijing 100193,China

出  处:《Chinese Chemical Letters》2020年第6期1568-1571,共4页中国化学快报(英文版)

基  金:financial support from the National Natural Science Foundation of China(No.81602977);the CAMS Innovation Fund for Medical Sciences(Nos.2019-RC-HL-010,2017-I2M-1013);the Science and Technology Development Project of Jilin Province of China(No.20190304050YY);China Association of Chinese Medicine(No.2017QNRC001)。

摘  要:A Lewis base catalyzed ring expansion of isatin with 2,2,2-trifluorodiazoethane(CF3 CHN2)is developed.It is characterized that the merge of tetramethylethylenediamine and CF3 CHN2 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 fused3-hydroxy-4-(trifluoromethyl)quinolinone synthesis.

关 键 词:RING-EXPANSION Lewis base HETEROCYCLE QUINOLINONES TRIAZENE 

分 类 号:O626.323[理学—有机化学]

 

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