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

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 deri...

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Published inRSC advances Vol. 3; no. 17; pp. 5775 - 5778
Main Authors Wang, Linfei, Wang, Shuo-En, Wang, Weibin, Fan, Renhua
Format Journal Article
LanguageEnglish
Published 01.01.2013
Subjects
aniline
catalytic activity
chemical reactions
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ISSN2046-2069
2046-2069
DOI10.1039/c3ra23224g

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Summary: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.
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ISSN:2046-2069
2046-2069
DOI:10.1039/c3ra23224g