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Chemistry of Andrographolide: Formation of Novel D+i-Spiropyrrolidino and di-Spiropyrrolizidino-Oxindole Adducts via one-pot three-Component [3+2] Azomethine Yide cycloaddition

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Title Chemistry of Andrographolide: Formation of Novel D+i-Spiropyrrolidino and di-Spiropyrrolizidino-Oxindole Adducts via one-pot three-Component [3+2] Azomethine Yide cycloaddition
 
Creator Hazra, Abhijit
Paira, Priyankar
Sahu, Krishnendu B
Naskar, Subhendu
Saha, Pritam
Paira, Rupankar
Mondal, Shyamal
Maity, Arindam
Luger, Peter
Weber, Manuela
Mondal, Nirup B
Banerjee, Sukdeb
 
Subject Chemistry
 
Description A facile synthesis of novel di-spiro compounds has been achieved via 1,3-dipolar cycloaddition of azomethine
ylides generated in situ from isatin derivatives and sarcosine to the conjugated double bond of
andrographolide. When the amino acid was changed from sarcosine to L-proline, the product formation
took a different course as determined by 2D NMR and X-ray crystallographic analysis.
 
Publisher elsevier
 
Date 2010
 
Type Article
PeerReviewed
 
Format application/pdf
 
Identifier http://www.eprints.iicb.res.in/567/1/andro_abhijit_tl.pdf
Hazra, Abhijit and Paira, Priyankar and Sahu, Krishnendu B and Naskar, Subhendu and Saha, Pritam and Paira, Rupankar and Mondal, Shyamal and Maity, Arindam and Luger, Peter and Weber, Manuela and Mondal, Nirup B and Banerjee, Sukdeb (2010) Chemistry of Andrographolide: Formation of Novel D+i-Spiropyrrolidino and di-Spiropyrrolizidino-Oxindole Adducts via one-pot three-Component [3+2] Azomethine Yide cycloaddition. Tetrahedron Letters, 51 (12). pp. 1585-1588. ISSN 00404039
 
Relation http://dx.doi.org/10.1016/j.tetlet.2010.01.052
http://www.eprints.iicb.res.in/567/