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DC Field | Value | Language |
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dc.contributor.author | Ravindran, J | - |
dc.contributor.author | Yadhukrishnan, VO | - |
dc.contributor.author | Asha, RS | - |
dc.contributor.author | Lankalapalli, RS | - |
dc.date.accessioned | 2021-05-14T06:55:56Z | - |
dc.date.available | 2021-05-14T06:55:56Z | - |
dc.date.issued | 2020 | - |
dc.identifier.citation | Organic & Biomolecular Chemistry;18(20):3927-3937. | en_US |
dc.identifier.uri | https://doi.org/10.1039/d0ob00721h | - |
dc.identifier.uri | http://hdl.handle.net/123456789/3764 | - |
dc.description.abstract | Multicomponent reactions (MCRs) using dienaminodioate with post-benzylic oxidative transformation mediated by DDQ that afforded a diverse array of products are described. An unprecedented rearrangement of 1,2-dihydropyridines (1,2-DHPs), 3CR products, to 2-pyridones in good yields with a broad substrate scope by DDQ-mediated benzylic oxidation via a pyridinium intermediate is reported. Treatment of the pyridinium intermediate with tert-butyl isocyanide afforded isomerized 1,2-DHPs, analogous to Ritter amides. Further diversification using 3CR products bearing a benzylic group, predictably, promoted the synthesis of 2-pyridone with a benzylideneamine group and a benzo[d]oxazole appended biaryl group by DDQ. A formal 1,6-reduction product from 2-pyridone in the presence of NaBH4 is also observed. | en_US |
dc.language.iso | en | en_US |
dc.publisher | Royal Society of Chemistry | en_US |
dc.subject | dienaminodioate | en_US |
dc.subject | post-benzylic | en_US |
dc.subject | DDQ | en_US |
dc.title | Dienaminodioate Based Multicomponent Reactions with Post-Benzylic Oxidative Transformations Mediated by DDQ | en_US |
dc.type | Article | en_US |
Appears in Collections: | 2020 |
Files in This Item:
File | Description | Size | Format | |
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Dienaminodioate Based Multicomponent Reactions _ Jaice R _ Organic _ Biomolecular Chemistry.pdf Restricted Access | 1.11 MB | Adobe PDF | View/Open Request a copy |
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