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| Title: | An alternate approach to quinoline architecture via Baylis-Hillman chemistry: SnCl2-mediated tandem reaction toward synthesis of 4-(substituted vinyl)-quinolines |
| Authors: | Madapa, Sudharshan
Singh, Virender
Batra, Sanjay |
| Keywords: | Quinolines
Baylis-Hillman
2-Nitrobenzaldehyde
Reduction
SnCl2
Regioselective |
| Issue Date: | 2006 |
| Citation: | Tetrahedron, 62, 8740 (2006) |
| Series/Report no.: | CDRI Communication no. 6991 |
| Abstract: | An alternate approach to densely substituted quinolines from the products of SN2 nucleophilic substitution reaction between the acetyl derivatives of the Baylis-Hillman adducts obtained from 2-nitrobenzaldehydes and the carbonyl group containing carbon nucleophiles is described. Treatment of these compounds with SnCl2, trigger a tandem reaction wherein reduction of the nitro group is followed by a remarkably regioselective intramolecular cyclization and subsequent dehydrogenation to afford 4-(substituted vinyl)-quinolines. |
| URI: | http://hdl.handle.net/123456789/53 |
| Appears in Collections: | Medicinal and Process Chemistry
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| sbatra-6991-Tet-62-8740.pdf | | 227Kb | Adobe PDF | View/Open |
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