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Synthesis 2014; 46(19): 2585-2590
DOI: 10.1055/s-0034-1378346
DOI: 10.1055/s-0034-1378346
paper
ipso-Iodocyclization of para-Substituted 4-Aryl-1-alkenes Leading to 3-Iodo-1-azaspiro[4.5]deca-6,9-diene-2,8-diones
Further Information
Publication History
Received: 07 April 2014
Accepted after revision: 28 May 2014
Publication Date:
08 July 2014 (online)
Abstract
A new, mild route for the assembly of 3-iodo-1-azaspiro[4.5]deca-6,9-diene-2,8-diones via an electrophilic ipso-cyclization strategy is presented. In the presence of iodine monochloride, water, and sodium bicarbonate, a variety of N-arylacrylamides underwent the intramolecular electrophilic ipso-cyclization reaction to afford the corresponding 3-iodo-1-azaspiro[4.5]deca-6,9-diene-2,8-diones in moderate to good yield.
Key words
ipso-iodocyclization - alkenes - 3-iodo-1-azaspiro[4.5]deca-6,9-diene-2,8-diones - iodine monochloride - hydrolysisSupporting Information
- for this article is available online at http://www.thieme-connect.com/products/ejournals/journal/ 10.1055/s-00000084.
- Supporting Information
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