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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

IR@IICB: CSIR-Indian Institute of Chemical Biology, Kolkata

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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/