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| Title: | A general approach to the synthesis of substituted isoxazolo[4,3-c]quinolines via chalcones |
| Authors: | Madapa, Sudharshan
Sridhar, Divya
Yadav, G P
Maulik, Prakas R
Batra, Sanjay |
| Keywords: | Isoxazolo[4,3-c]quinoline
3-benzoyl-4-quinolinamine
Reduction
Heterocyclization |
| Issue Date: | 2007 |
| Citation: | European Journal of Organic Chemistry (2007), No. 26, 4343-4351 |
| Series/Report no.: | CDRI Communication no. 7159 |
| Abstract: | A general and practical approach to the synthesis of substituted isoxazolo[4,3-c]quinolines from the substituted isoxazolines afforded by 1,3-dipolar cycloaddition between 2-nitrobenzonitrile oxide and chalcones is described. The SnCl2.2H2O-mediated reduction of the nitro group followed by intramolecular cyclization involving the amino and the keto groups in these substrates furnished a mixture of isoxazolo[4,3- c]-quinolines and 3,5-dihydro-isoxazolo[4,3-c]quinoline. In contrast, the reduction of these substrates with Fe-AcOH unexpectedly yielded 3-benzoyl-4-quinolinamine derivatives. |
| URI: | http://hdl.handle.net/123456789/40 |
| Appears in Collections: | Medicinal and Process Chemistry
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| sbatra-7159-EJOC-2007.pdf | | 353Kb | Adobe PDF | View/Open |
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