Chemistry of andrographolide: formation of novel di-spiropyrrolidino and di-spiropyrrolizidino-oxindole adducts via one-pot three-component [3+2] azomethine ylide cycloaddition

Chemistry of andrographolide: formation of novel di-spiropyrrolidino and di-spiropyrrolizidino-oxindole adducts via one-pot three-component [3+2] azomethine ylide cycloaddition
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DOI:
10.1016/j.tetlet.2010.01.052
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发表时间:
2010-03-24
影响因子:
1.8
通讯作者:
Banerjee, Sukdeb
Banerjee, Sukdeb
中科院分区:
化学4区
文献类型:
--
作者:
Hazra, Abhijit;Paira, Priyankar;Banerjee, Sukdeb

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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. (C) 2010 Elsevier Ltd. All rights reserved.