Citation: Yang Wulin, Wang Hao, Pan Zirong, Li Zhong, Deng Weiping. Asymmetric synthesis of pyrrolo[1, 2-a]indoles via organocatalytic[3 + 2] annulation of substituted 2-vinylindoles with azlactones[J]. Chinese Chemical Letters, ;2020, 31(3): 721-724. doi: 10.1016/j.cclet.2019.09.008 shu

Asymmetric synthesis of pyrrolo[1, 2-a]indoles via organocatalytic[3 + 2] annulation of substituted 2-vinylindoles with azlactones

Yang Wulin ^a ,
Wang Hao ^b ,
Pan Zirong ^b ,
Li Zhong ^a,c,*, ,
Deng Weiping ^b

a.
Shanghai Key Laboratory of Chemical Biology, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China
b.
Shanghai Key Laboratory of New Drug Design, School of Pharmacy, East China University of Science and Technology, Shanghai 200237, China
c.
Shanghai Collaborative Innovation Center for Biomanufacturing Technology, Shanghai 200237, China

lizhong@ecust.edu.cn

Received Date: 5 August 2019
Revised Date: 29 August 2019
Accepted Date: 5 September 2019
Available Online: 6 September 2019

Figures(4)

The chiral phosphoric acid catalyzed asymmetric[3 + 2] annulation of substituted 2-vinylindoles with azlactones has been established. This reaction represented a practical approach for the synthesis of structurally diverse pyrrolo[1, 2-a]indoles with two vicinal stereocenters including one tetrasubstituted stereocenter in good yields and good stereoselectivities under mild conditions.
- [3 + 2] Annulation,
- Azlactones,
- 2-Vinylindoles,
- Asymmetric organocatalysis,
- Pyrrolo[1, 2-a]indoles,
- Chiral phosphoric acid
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