Issue 79, 2015
From the journal:

RSC Advances

Construction of benzo[a]carbazole derivatives via Diels–Alder reaction of arynes with vinylindoles†

Lijun Wu,a   Hui Huang,a   Pan Dang,a   Yun Liang*a  and  Shaofeng Pi*b  

* Corresponding authors

a Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research, Ministry of Education, Key Laboratory of the Assembly and Application of Organic Functional Molecules, Hunan Normal University, Changsha, Hunan 410081, China
E-mail: yliang@hunnu.edu.cn, psfhunan@163.com
Fax: +86 0731 88872533

b Institute of Applied Chemistry, Central South University of Forestry and Technology, Changsha, China

Abstract

A new protocol for a highly efficienct and versatile Diels–Alder reaction of vinylindoles with arynes (generated form 2-(trimethylsilyl)aryl triflate) has been developed. Various functionalized benzo[a]carbazoles were afforded in good to perfect yields via [4 + 2] cycloaddition/aromatization.

Graphical abstract: Construction of benzo[a]carbazole derivatives via Diels–Alder reaction of arynes with vinylindoles

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Article information

DOI
https://doi.org/10.1039/C5RA11025D
Article type
Communication
Submitted
10 Jun 2015
Accepted
21 Jul 2015
First published
21 Jul 2015

RSC Adv., 2015,5, 64354-64357

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Construction of benzo[a]carbazole derivatives via Diels–Alder reaction of arynes with vinylindoles

L. Wu, H. Huang, P. Dang, Y. Liang and S. Pi, RSC Adv., 2015, 5, 64354 DOI: 10.1039/C5RA11025D

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