Citation: Suo Jia-Jia, Du Juan, Jiang Yang-Jie, Chen Di, Ding Chang-Hua, Hou Xue-Long. Diastereo- and enantioselective palladium-catalyzed dearomative [4+2] cycloaddition of 3-nitroindoles[J]. Chinese Chemical Letters, ;2019, 30(8): 1512-1514. doi: 10.1016/j.cclet.2019.04.028 shu

Diastereo- and enantioselective palladium-catalyzed dearomative [4+2] cycloaddition of 3-nitroindoles

Suo Jia-Jia ^a ,
Du Juan ^a ,
Jiang Yang-Jie ^a ,
Chen Di ^a ,
Ding Chang-Hua ^a,b,*, ,
Hou Xue-Long ^a,c,*,

a.
State Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry (SIOC), Chinese Academy of Sciences (CAS), Shanghai 200032, China
b.
Department of Chemistry, Innovative Drug Research Center, Shanghai University, Shanghai 200444, China
c.
Shanghai-Hong Kong Joint Laboratory in Chemical Synthesis, SIOC, CAS, Shanghai 200032, China

dingchanghua@shu.edu.cn

xlhou@sioc.ac.cn

Received Date: 22 February 2019
Revised Date: 3 April 2019
Accepted Date: 10 April 2019
Available Online: 13 August 2019

Figures(4)

A Pd-catalyzed asymmetric decarboxylative [4 + 2] cycloaddition of 3-nitroindoles and vinyl benzoxazinanones is developed through a dearomatization approach. The reaction provides an efficient protocol for constructing a series of chiral tetrahydro-5H-indolo[2, 3-b]quinolines in high yields and with excellent diastereo- and enantioselectivities.
- Palladium,
- [4 + 2] cycloaddition,
- Asymmetric catalysis,
- 3-Nitroindole,
- Vinyl benzoxazinanone
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