Issue 17, 2013
From the journal:

RSC Advances

Accessing bridged bicyclic compounds or meta carbon-functionalized anilines from the dearomatization of anilines†

Linfei Wang,a   Shuo-En Wang,a   Weibin Wang*b  and  Renhua Fan*a  

* Corresponding authors

a Department of Chemistry, Fudan University, 220 Handan Road, Shanghai 200433, China
E-mail: rhfan@fudan.edu.cn
Fax: 86-21-6510-2412
Tel: 86-21-6564-2019

b Department of General Surgery, Peking Union Medical College Hospital, Chinese Academy of Medical Science and Peking Union Medical College, No. 1 Shuai Fu Yuan, Dongcheng District, Beijing, China
E-mail: wwb_xh@yahoo.com.cn

Abstract

The oxidative dearomatization of anilines was combined with a domino Michael addition, providing a series of nitrogen-containing bridged bicyclic compounds in moderate to excellent yields. The bridged bicyclic compound could be converted into the corresponding meta carbon-functionalized aniline derivative via a quinine-catalyzed tandem retro-oxa-Michael addition–aromatization reaction.

Graphical abstract: Accessing bridged bicyclic compounds or meta carbon-functionalized anilines from the dearomatization of anilines

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Article information

DOI
https://doi.org/10.1039/C3RA23224G
Article type
Communication
Submitted
07 Dec 2012
Accepted
25 Feb 2013
First published
26 Feb 2013

RSC Adv., 2013,3, 5775-5778

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Accessing bridged bicyclic compounds or meta carbon-functionalized anilines from the dearomatization of anilines

L. Wang, S. Wang, W. Wang and R. Fan, RSC Adv., 2013, 3, 5775 DOI: 10.1039/C3RA23224G

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