Subscribe to RSS
Please copy the URL and add it into your RSS Feed Reader.
https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000084.xml
Synthesis 2009(13): 2260-2266
DOI: 10.1055/s-0029-1216819
DOI: 10.1055/s-0029-1216819
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
o-Benzenedisulfonimide as a Powerful and Recyclable Organocatalyst for the Nazarov Reaction
Further Information
Publication History
Received
13 February 2009
Publication Date:
14 May 2009 (online)


Abstract
o-Benzenedisulfonimide has been used for the first time as a Brønsted acid catalyst to induce electrocyclization of dienones into cyclopentenones (Nazarov reaction). The catalyst has been used in various organic solvents or under solvent-free conditions and it is entirely recoverable from the reaction mixture. The versatility and the effectiveness of the proposed procedure is demonstrated on a wide range of both activated and inactivated substrates.
Key words
Nazarov reaction - Brønsted acid - cyclization - organocatalysis - cyclopentenones