Copper-Catalyzed One-Pot Synthesis of Glycosylated Iminocoumarins and 3-Triazolyl-2-Iminocoumarins
IR@CDRI: CSIR-Central Drug Research Institute, Lucknow
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| Creator |
Mandal, P K
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| Date |
2014-08-01T07:55:25Z
2014-08-01T07:55:25Z 2014 |
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| Identifier |
RSC Advances, 2014, 4, 5803-5814
http://hdl.handle.net/123456789/1330 |
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| Description |
A general strategy was developed for the synthesis of glycosyl Iminocoumarins (5a-x) in a one-pot, copper-catalyzed multicomponent reaction involving a domino reaction of sulfonyl azides, sugar alkynes, and salicylaldehydes via ketenimine intermediate formation. Similarly, glycosyl 3-triazolyl-2-iminocoumarin derivatives (6a-o) have also been synthesized in a one-pot, three component condensation via tandem “CuAAC-aldol-cyclization-dehydration” sequence. In this event, a copper-catalyzed cycloaddition reaction between 2-azidoacetonitrile and Sugar alkynes furnished a triazole derivative in-situ and activated the neighboring methylene group, inducing an aldol-cyclization-dehydration sequence in the presence of a salicylaldehyde. The yields were very good in all reactions.
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433327 bytes
application/pdf |
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| Language |
en
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| Relation |
CSIR-CDRI Communication No. 8587
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| Subject |
Copper-Catalyzed
Glycosylated Salicylaldehydes |
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| Title |
Copper-Catalyzed One-Pot Synthesis of Glycosylated Iminocoumarins and 3-Triazolyl-2-Iminocoumarins
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| Type |
Article
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