An alternate approach to quinoline architecture via Baylis-Hillman chemistry: SnCl2-mediated tandem reaction toward synthesis of 4-(substituted vinyl)-quinolines
IR@CDRI: CSIR-Central Drug Research Institute, Lucknow
View Archive Info| Field | Value | |
| Creator |
Madapa, Sudharshan
Singh, Virender Batra, Sanjay |
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| Date |
2007-12-26T10:26:18Z
2007-12-26T10:26:18Z 2006 |
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| Identifier |
Tetrahedron, 62, 8740 (2006)
http://hdl.handle.net/123456789/53 |
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| Description |
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.
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| Format |
232936 bytes
application/pdf |
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| Language |
en
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| Relation |
CDRI Communication no. 6991
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| Subject |
Quinolines
Baylis-Hillman 2-Nitrobenzaldehyde Reduction SnCl2 Regioselective |
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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
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| Type |
Article
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