Issue 1, 2020
From the journal:

Organic Chemistry Frontiers

One pot synthesis of pyrrolo[3,2,1-de]phenanthridines from 7-phenylindoles via tandem C–H olefination/aza-Michael addition†

Yumeng Yuan,a   Guoshuai Pan,a   Xiaofeng Zhanga  and  Qiufeng Huang ORCID logo *a  

* Corresponding authors

a Fujian Key Laboratory of Polymer Materials, College of Chemistry & Materials Science, Fujian Normal University, Fuzhou, Fujian, P.R. China
E-mail: qiufenghuang@fjnu.edu.cn

Abstract

An unprecedented one-pot C–H olefination/aza-Michael addition tandem process has been developed for the synthesis of pyrrolo[3,2,1-de]phenanthridines from 7-phenylindoles and alkenes using a [Cp*RhCl2]2/AgOAc/Me4NOAc catalytic system. A relatively wide range of functional groups are tolerated, and a variety of pyrrolo[3,2,1-de]phenanthridines are obtained in good to excellent yields.

Graphical abstract: One pot synthesis of pyrrolo[3,2,1-de]phenanthridines from 7-phenylindoles via tandem C–H olefination/aza-Michael addition

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Article information

DOI
https://doi.org/10.1039/C9QO01135H
Article type
Research Article
Submitted
12 Sep 2019
Accepted
06 Nov 2019
First published
07 Nov 2019

Org. Chem. Front., 2020,7, 53-63

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One pot synthesis of pyrrolo[3,2,1-de]phenanthridines from 7-phenylindoles via tandem C–H olefination/aza-Michael addition

Y. Yuan, G. Pan, X. Zhang and Q. Huang, Org. Chem. Front., 2020, 7, 53 DOI: 10.1039/C9QO01135H

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