Issue 33, 2015
From the journal:

Organic & Biomolecular Chemistry

Stereoselective α-indolylation of enals via an organocatalytic formal cross-coupling with indoles†

Yang Hu,a   Lei Ju,a   Lin Lu,a   Hongmei Maa  and  Xinhong Yu*a  

* Corresponding authors

a East China University of Science & Technology, Shanghai, China
E-mail: xhyu@ecust.edu.cn

Abstract

We report a novel organocatalytic one-pot cascade bromination–Michael-type Friedel–Crafts alkylation dearomatization–nucleophilic rearrangement aromatization cascade process for the direct α-indolylation of unfunctionalized enals from readily available indoles with good yields and high E selectivity. The simplicity and practicality of its high efficiency for formation of a new C(sp2)–C(sp2) bond constitute the most attractive advantage of this reaction.

Graphical abstract: Stereoselective α-indolylation of enals via an organocatalytic formal cross-coupling with indoles

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Article information

DOI
https://doi.org/10.1039/C5OB01360G
Article type
Paper
Submitted
04 Jul 2015
Accepted
13 Jul 2015
First published
13 Jul 2015

Org. Biomol. Chem., 2015,13, 8869-8874

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Stereoselective α-indolylation of enals via an organocatalytic formal cross-coupling with indoles

Y. Hu, L. Ju, L. Lu, H. Ma and X. Yu, Org. Biomol. Chem., 2015, 13, 8869 DOI: 10.1039/C5OB01360G

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