Application of primary allyl amines afforded by the Baylis-Hillman adducts for heterocyclic synthesis: Generation of 5-benzyl-4(3H)-pyrimidinones and 2-benzylidene-2,3-dihydro-pyrrolizin-1-ones
IR@CDRI: CSIR-Central Drug Research Institute, Lucknow
View Archive Info| Field | Value | |
| Creator |
Nag, Somnath
Madapa, Sudharshan Batra, Sanjay |
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| Date |
2007-12-29T08:17:20Z
2007-12-29T08:17:20Z 2008 |
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| Identifier |
Synthesis (2008), 101-109
http://hdl.handle.net/123456789/73 |
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| Description |
The applications of the primary allyl amines afforded by the acetyl derivative of Baylis-Hillman adducts of acrylate for the synthesis of heterocycles using robust reactions are described. In the first strategy a one-pot synthesis of 5-benzyl-4(3H)-pyrimidinones have been achieved via N-formylation of the amines in the presence of neat formamide followed by ammonium formate-mediated cyclization. These pyrimidinones have been demonstrated to be excellent precursor to the 4-pyridinamine derivatives. In the second strategy the synthesis of 2-benzylidene-2,3-dihydro-pyrrolizin-1-ones have been accomplished via treatment of allyl amine with dimethoxyfuran followed by saponification and PPA-mediated intramolecular cyclization.
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211111 bytes
application/pdf |
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| Language |
en
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| Relation |
CDRI Communication No. 7367
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| Subject |
Baylis-Hillman
Formamide N-formylation primary allyl amine 4(3H)-pyrimidinone 4-pyridinamine 2,3-dihydro-1H-pyrrolizin-1-one |
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| Title |
Application of primary allyl amines afforded by the Baylis-Hillman adducts for heterocyclic synthesis: Generation of 5-benzyl-4(3H)-pyrimidinones and 2-benzylidene-2,3-dihydro-pyrrolizin-1-ones
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Article
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