Metal-Free Tandem Approach to Structurally Diverse N-Heterocycles: Synthesis of 1,2,4-Oxadiazoles and Pyrimidinones
IR@CDRI: CSIR-Central Drug Research Institute, Lucknow
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| Creator |
Gupta, P K
Hussain, M K Asad, Mohd. Kant, Ruchir Mahar, Rohit Shukla, S K Hajela, Kanchan |
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| Date |
2014-08-12T07:41:47Z
2014-08-12T07:41:47Z 2014 |
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| Identifier |
New Journal of Chemistry, 2014, 38(7) 3062-3070
http://hdl.handle.net/123456789/1366 |
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| Description |
A metal-free one-pot approach to the diversity oriented synthesis of N-heterocycles, 1,2,4-oxadiazoles and 2,6 disubstituted pyrimidin-4-ones is described via carboxamidation of amidines with aryl carboxylic acids and aryl propargylic acids. The reactions occur at room temperature forming N-acylamidines which undergo tandem nucleophilic addition / deamination / intramolecular cyclisation to give the corresponding heterocyclic compounds in good to excellent yields. This one pot approach has led to the successful synthesis of drug lead molecule, ataluren, (3-(5-(2-fluorophenyl)-1,2,4-oxadiazol-3-yl) benzoic acid in two steps.
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| Format |
298139 bytes
application/pdf |
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| Language |
en
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| Relation |
CSIR-CDRI Communication No. 8671
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| Subject |
N-Heterocycles
Oxadiazoles Pyrimidinones |
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| Title |
Metal-Free Tandem Approach to Structurally Diverse N-Heterocycles: Synthesis of 1,2,4-Oxadiazoles and Pyrimidinones
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| Type |
Article
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