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A green chemical approach for the N-alkylation of aldoximes to form nitrones in organized aqueous media and their in situ cycloaddition with olefins

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Title A green chemical approach for the N-alkylation of aldoximes to
form nitrones in organized aqueous media and their in situ
cycloaddition with olefins
 
Creator Hota, Sandip K
Chatterjee, Amrita
Bhattacharya, Pranab K
Chattopadhyay, Partha
 
Subject Chemistry
 
Description Aldoximes react with a,b-unsaturated carbonyl and sulfonyl compounds in organized aqueous
media (nanoreactor system) using dodecylbenzenesulfonic acid (DBSA) as surfactant to generate
N-alkylated nitrones, which undergo intermolecular cycloaddition in the same pot with
maleimides to give the desired cycloadduct in absence of any organic solvent and catalyst. Divinyl
sulfone was successfully used for both N-alkylation and intramolecular cycloaddition, affording
only one cycloadduct. This is a new example of green chemistry and provides a new aspect of
reactions in water.
 
Publisher Royal Society of Chemistry
 
Date 2009
 
Type Article
PeerReviewed
 
Format application/pdf
 
Identifier http://www.eprints.iicb.res.in/177/1/GREEN_CHEMISTRY%2C11(2)%2C169%2D176%2C2009[136].pdf
Hota, Sandip K and Chatterjee, Amrita and Bhattacharya, Pranab K and Chattopadhyay, Partha (2009) A green chemical approach for the N-alkylation of aldoximes to form nitrones in organized aqueous media and their in situ cycloaddition with olefins. Green Chemistry, 11 (2). pp. 169-176.
 
Relation http://dx.doi.org/10.1039/b812290c
http://www.eprints.iicb.res.in/177/