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http://hdl.handle.net/10773/19536| Title: | Synthesis of 2,6-diary1-1,2-dihydropyridines through a 6 pi-electrocyclization of N-sulfonylazatrienesle |
| Author: | Resende, Diana I. S. P. Guieu, Samuel Oliva, Cristina G. Silva, Artur M. S. |
| Keywords: | DIELS-ALDER REACTION STEREOSELECTIVE ASYMMETRIC 6-PI-AZAELECTROCYCLIZATION IBOGA ALKALOID ANALOGS FORMAL SYNTHESIS CHIRAL ISOQUINUCLIDINES CONJUGATE ADDITION 1,2-DIHYDROPYRIDINES DIHYDROPYRIDINES (E,E)-CINNAMYLIDENEACETOPHENONES CHEMISTRY |
| Issue Date: | 2014 |
| Publisher: | PERGAMON-ELSEVIER SCIENCE LTD |
| Abstract: | The development of an efficient synthetic method toward substituted 1,2-dihydropyridines from cinnamylideneacetophenones is reported. The key intermediates N-sulfonylazatrienes were synthesized through a TiCI4-mediated direct condensation of primary sulfonamides with the substituted (E,E)-cinnamylideneacetophenones. The 6 pi-electrocyclization of these intermediates, catalyzed by a Lewis acid, selectively afforded the desired products in good yields. (C) 2014 Elsevier Ltd. All rights reserved. |
| Peer review: | yes |
| URI: | http://hdl.handle.net/10773/19536 |
| DOI: | 10.1016/j.tetlet.2014.10.034 |
| ISSN: | 0040-4039 |
| Publisher Version: | 10.1016/j.tetlet.2014.10.034 |
| Appears in Collections: | CICECO - Artigos |
Files in This Item:
| File | Description | Size | Format | |
|---|---|---|---|---|
| Synthesis of 26-diaryl-12-dihydropyridines through a 6π-electrocyclization of N-sulfonylazatrienes_10.1016j.tetlet.2014.10.034.pdf | 235.73 kB | Adobe PDF |  |
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