Palladium on Layered Double Hydroxide: A Heterogeneous System for the Enol Phosphate Carbon-Oxygen Bond Activation in Aqueous Media
In this work, a new catalytic approach for the C-O activation of enol phosphates based on a palladium supported on layered double hydroxide was developed. In this case, two different ketene aminal phosphates were used as models to study the synthesis of α-phenyl enecarbamates N-Boc/CBz under the Suz...
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Hindawi Limited
2017-01-01
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| Series: | Journal of Chemistry |
| Online Access: | http://dx.doi.org/10.1155/2017/8418939 |
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doaj-60db129ba1274c08820083a9b209ee922020-11-24T22:51:13ZengHindawi LimitedJournal of Chemistry2090-90632090-90712017-01-01201710.1155/2017/84189398418939Palladium on Layered Double Hydroxide: A Heterogeneous System for the Enol Phosphate Carbon-Oxygen Bond Activation in Aqueous MediaJaqueline D. Senra0Aires C. Silva1Raquel V. Santos2Luiz Fernando B. Malta3Alessandro B. C. Simas4Instituto de Química, Universidade do Estado do Rio de Janeiro, 20550-900 Rio de Janeiro, RJ, BrazilInstituto de Química, Universidade Federal do Rio de Janeiro, 21941-903 Rio de Janeiro, RJ, BrazilInstituto de Química, Universidade do Estado do Rio de Janeiro, 20550-900 Rio de Janeiro, RJ, BrazilInstituto de Química, Universidade Federal do Rio de Janeiro, 21941-903 Rio de Janeiro, RJ, BrazilInstituto de Pesquisas de Produtos Naturais Walter B. Mors, Universidade Federal do Rio de Janeiro, 21941-614 Rio de Janeiro, RJ, BrazilIn this work, a new catalytic approach for the C-O activation of enol phosphates based on a palladium supported on layered double hydroxide was developed. In this case, two different ketene aminal phosphates were used as models to study the synthesis of α-phenyl enecarbamates N-Boc/CBz under the Suzuki-Miyaura conditions. The use of an ortho-bromoaniline as precursor allowed the synthesis of the 2-phenyl indole through an arylation/Heck cyclization. Catalyst reusability enabled the synthesis of the heterocycle in moderate yields for four consecutive runs.http://dx.doi.org/10.1155/2017/8418939 |
| collection |
DOAJ |
| language |
English |
| format |
Article |
| sources |
DOAJ |
| author |
Jaqueline D. Senra Aires C. Silva Raquel V. Santos Luiz Fernando B. Malta Alessandro B. C. Simas |
| spellingShingle |
Jaqueline D. Senra Aires C. Silva Raquel V. Santos Luiz Fernando B. Malta Alessandro B. C. Simas Palladium on Layered Double Hydroxide: A Heterogeneous System for the Enol Phosphate Carbon-Oxygen Bond Activation in Aqueous Media Journal of Chemistry |
| author_facet |
Jaqueline D. Senra Aires C. Silva Raquel V. Santos Luiz Fernando B. Malta Alessandro B. C. Simas |
| author_sort |
Jaqueline D. Senra |
| title |
Palladium on Layered Double Hydroxide: A Heterogeneous System for the Enol Phosphate Carbon-Oxygen Bond Activation in Aqueous Media |
| title_short |
Palladium on Layered Double Hydroxide: A Heterogeneous System for the Enol Phosphate Carbon-Oxygen Bond Activation in Aqueous Media |
| title_full |
Palladium on Layered Double Hydroxide: A Heterogeneous System for the Enol Phosphate Carbon-Oxygen Bond Activation in Aqueous Media |
| title_fullStr |
Palladium on Layered Double Hydroxide: A Heterogeneous System for the Enol Phosphate Carbon-Oxygen Bond Activation in Aqueous Media |
| title_full_unstemmed |
Palladium on Layered Double Hydroxide: A Heterogeneous System for the Enol Phosphate Carbon-Oxygen Bond Activation in Aqueous Media |
| title_sort |
palladium on layered double hydroxide: a heterogeneous system for the enol phosphate carbon-oxygen bond activation in aqueous media |
| publisher |
Hindawi Limited |
| series |
Journal of Chemistry |
| issn |
2090-9063 2090-9071 |
| publishDate |
2017-01-01 |
| description |
In this work, a new catalytic approach for the C-O activation of enol phosphates based on a palladium supported on layered double hydroxide was developed. In this case, two different ketene aminal phosphates were used as models to study the synthesis of α-phenyl enecarbamates N-Boc/CBz under the Suzuki-Miyaura conditions. The use of an ortho-bromoaniline as precursor allowed the synthesis of the 2-phenyl indole through an arylation/Heck cyclization. Catalyst reusability enabled the synthesis of the heterocycle in moderate yields for four consecutive runs. |
| url |
http://dx.doi.org/10.1155/2017/8418939 |
| work_keys_str_mv |
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1725670865983504384 |