Reductive-cyclization-mediated syntheses of fused polycyclic quinolines from the Baylis-Hillman adducts of acrylonitrile: Scope and limitations
IR@CDRI: CSIR-Central Drug Research Institute, Lucknow
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Creator |
Singh, Virender
Hutait, Samiran Batra, Sanjay |
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Date |
2010-03-04T06:15:20Z
2010-03-04T06:15:20Z 2009 |
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Identifier |
Eur. J. Org. Chem. 2009, 3454–3466
http://hdl.handle.net/123456789/524 |
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Description |
Syntheses of a variety of polycyclic quinolines are described. The target molecules were obtained in two steps through initial reductive cyclization succeeded by another intramolecular cyclization in the allyl amines afforded either from the acetates or the allyl bromides of Baylis-Hillman adducts of 2-nitrobenzaldehydes and acrylonitrile. The two steps proceeded in one-pot for the substrates wherein formyl or hydroxyl group reacted with the amino group of 2-aminoquinoline for second intramolecular cyclization. On the contrary, basic medium was necessary for second intramolecular cyclization in the substrates where alkoxycarbonyl group and the amino-group group participated.
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Format |
265287 bytes
application/pdf |
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Language |
en
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Relation |
CDRI Communication Number 7610
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Subject |
Baylis-Hillman
Acrylonitrile Reductive-cyclization Intramolecular cyclization Quinoline Annulation |
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Title |
Reductive-cyclization-mediated syntheses of fused polycyclic quinolines from the Baylis-Hillman adducts of acrylonitrile: Scope and limitations
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Type |
Article
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