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| Campo DC | Valor | Lengua/Idioma |
|---|---|---|
| dc.provenance | Universidad Nacional de Rosario.RepHipUNR | - |
| dc.creator | Kaufman, Teodoro Saúl | - |
| dc.creator | Larghi, Enrique Leandro | - |
| dc.creator | Bracca, Andrea Beatriz Juana | - |
| dc.creator | Heredia, Daniel Alejandro | - |
| dc.creator | Mendez, María Virginia | - |
| dc.date | 2017-05-23 | - |
| dc.date | 2017-05-23 | - |
| dc.date.accessioned | 2019-07-15T19:02:41Z | - |
| dc.date.available | 2019-07-15T19:02:41Z | - |
| dc.date.issued | 2017-05-23 | - |
| dc.date.issued | 2017-05-23 | - |
| dc.identifier | 2046-2069 | - |
| dc.identifier | http://hdl.handle.net/2133/9279 | - |
| dc.identifier | http://hdl.handle.net/2133/9279 | - |
| dc.identifier.uri | http://rodna.bn.gov.ar/jspui/handle/bnmm/570514 | - |
| dc.description | A convenient approach toward the indoloquinolines neocryptolepine and 6-methylquinindoline from a common intermediate, is reported. Both sequences, designed for maximum use of accessible reagents and robust conditions, are straightforward and efficient. They involved the amidation of 2- aminobenzaldehyde (prepared by iron-mediated reduction of 2-nitrobenzaldehyde) with 2- nitrophenylacetic acid, followed by a K2CO3-assisted cyclization to form a 3-(2-nitrophenyl)quinolin-2- one as the common precursor. Me2CO3-mediated N-methylation of the lactam, reduction of the nitro moiety and final cyclization resulted in 55% overall yield of neocryptolepine, whereas cyclocondensation and N-methylation afforded 79% overall yield of 6-methyl quinindoline. Thus, the sequences toward the targets entailed two POCl3-promoted C–N bond forming reactions, two Fe-mediated nitro group reductions and two base-promoted transformations. | - |
| dc.description | Fil: Kaufman, Teodoro Saúl. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario. CONICET; Argentina | - |
| dc.description | Fil: Larghi, Enrique Leandro. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario. CONICET; Argentina | - |
| dc.description | Fil: Bracca, Andrea Beatriz Juana. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario. CONICET; Argentina | - |
| dc.description | Fil: Heredia, Daniel Alejandro. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario. CONICET; Argentina. | - |
| dc.description | Fil: Mendez, María Virginia. Universidad Nacional de Rosario. Facultad de Ciencias Bioquímicas y Farmacéuticas. Instituto de Química Rosario. CONICET; Argentina. | - |
| dc.format | application/pdf | - |
| dc.language | eng | - |
| dc.publisher | The Royal Society of Chemistry | - |
| dc.relation | http://pubs.rsc.org/en/content/articlelanding/2017/ra/c7ra05349e#!divAbstract | - |
| dc.relation | DOI: 10.1039/c7ra05349e | - |
| dc.rights | info:eu-repo/semantics/openAccess | - |
| dc.source | reponame:RepHipUNR (UNR) | - |
| dc.source | instname:Universidad Nacional de Rosario | - |
| dc.source | instacron:UNR | - |
| dc.source.uri | http://hdl.handle.net/2133/9279 | - |
| dc.subject | Total synthesis | - |
| dc.subject | Natural product | - |
| dc.subject | Heterocycles | - |
| dc.subject | Neocryptolepine | - |
| dc.subject | Quinindoline | - |
| dc.subject | Indoloquinolines | - |
| dc.title | Efficient total synthesis of neocryptolepine and synthetic access to 6-methylquinindoline from a common intermediate | - |
| dc.type | info:eu-repo/semantics/article | - |
| dc.type | info:eu-repo/semantics/publishedVersion | - |
| dc.type | artículo | - |
| dc.type | info:ar-repo/semantics/articulo | - |
| Aparece en las colecciones: | Universidad Nacional de Rosario. RepHipUNR | |
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