Citation: Yuan Xiaohan, Wang Shuai, Cheng Jialing, Yu Bin, Liu Hong-Min. HFIP-promoted catalyst-free cascade reactions for the synthesis of biologically relevant 3, 3-di(indolyl)indolin-2-ones from indoles and isatins[J]. Chinese Chemical Letters, ;2020, 31(9): 2465-2468. doi: 10.1016/j.cclet.2020.03.025 shu

HFIP-promoted catalyst-free cascade reactions for the synthesis of biologically relevant 3, 3-di(indolyl)indolin-2-ones from indoles and isatins

Yuan Xiaohan ^a,1 ,
Wang Shuai ^a,b,1 ,
Cheng Jialing ^a ,
Yu Bin ^a,c,*, ,
Liu Hong-Min ^a,*,

a.
School of Pharmaceutical Sciences, Zhengzhou University, Zhengzhou 450001, China
b.
Gordon Center for Medical Imaging, Massachusetts General Hospital and Harvard Medical School, Boston, MA 02129, United States
c.
State Key Laboratory of Natural Medicines, China Pharmaceutical University, Nanjing 210009, China

yubin@zzu.edu.cn

liuhm@zzu.edu.cn

Received Date: 13 February 2020
Revised Date: 26 February 2020
Accepted Date: 3 March 2020
Available Online: 9 March 2020

Figures(4)

The first HFIP-promoted catalyst-free cascade reactions for the synthesis of biologically relevant 3, 3-di (indolyl)indolin-2-ones (27 examples, up to 98% yield) from readily available indoles and isatin derivatives are described. This protocol shows well tolerance of different functional groups and features mild reaction conditions such as short reaction time (~1 h), no usage of catalyst, easy operation and product isolation. Of particular interest is the formation of two C—C bonds and one all-carbon quaternary center. This protocol could serve as an alternative strategy to synthesize biologically important 3, 3-di (indolyl)indolin-2-ones for biological testing.
- Indoles,
- Isatins,
- HFIP,
- Catalyst-free synthesis,
- 3, 3-Di(indoly)indolin-2-ones
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