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Palladium-catalyzed intermolecular dearomatic allenylation of hydrocycloalk[b]indoles with 2,3-allenyl carbonates

Run-Duo Gao,ab  Yizhan Zhai,ab  Shu-Li You*ab  and  Shengming Ma*ac 
Author affiliations

* Corresponding authors

a State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Lu, Shanghai 200032, P. R. China
E-mail: masm@sioc.ac.cn, slyou@sioc.ac.cn

b University of Chinese Academy of Sciences, Beijing 100049, P. R. China

c Department of Chemistry, Fudan University, 220 Handan Lu, Shanghai 200433, P.R. China

Abstract

A palladium-catalyzed intermolecular dearomatic allenylation of hydrocycloalk[b]indoles with 2,3-allenyl carbonates has been developed, providing access to functionalized allenes containing an indoline unit under optimized conditions. Both terminal and non-terminal allenes could react smoothly with an exclusive chemoselectivity and good yields by applying different reaction parameters.

Graphical abstract: Palladium-catalyzed intermolecular dearomatic allenylation of hydrocycloalk[b]indoles with 2,3-allenyl carbonates

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Publication details

The article was received on 10 Feb 2018, accepted on 14 Mar 2018 and first published on 15 Mar 2018


Article type: Research Article
DOI: 10.1039/C8QO00163D
Citation: Org. Chem. Front., 2018, Advance Article
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    Palladium-catalyzed intermolecular dearomatic allenylation of hydrocycloalk[b]indoles with 2,3-allenyl carbonates

    R. Gao, Y. Zhai, S. You and S. Ma, Org. Chem. Front., 2018, Advance Article , DOI: 10.1039/C8QO00163D

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