Our previous work was mainly focused on the synthesis of indoles by reductive cyclization of o-nitrostyrenes and oxazines by the hetero Diels-Alder condensation of a conjugated diene with a nitrosoarene formed in situ by the reduction of the starting nitroarene. However, the application of the previously developed method to the reductive cyclization of 2-nitrobiphenyls to carbazoles afforded only moderate yields even under harsher conditions and higher catalyst loadings. The result is not totally unexpected since this reductive cyclization is known to be more difficult than the other previously studied. Here we report the results of our investigations on this reaction aimed at improving the catalytic performance.
Palladium-Phenanthroline Complexes as Catalysts for the Synthesis of Oxazines by Reductive Cyclization of Nitroarenes and Dienes Using Phenyl Formate as CO Surrogate / M.A. EL-Atawy, D.R. Ramadan, D. Formenti, F.M. Ferretti, F.A.C. Ragaini. ((Intervento presentato al 7. convegno EuCheMS Conference on Nitrogen Ligands tenutosi a Lisboa nel 2019.
Palladium-Phenanthroline Complexes as Catalysts for the Synthesis of Oxazines by Reductive Cyclization of Nitroarenes and Dienes Using Phenyl Formate as CO Surrogate
D.R. Ramadan;D. Formenti;F.M. Ferretti;F.A.C. Ragaini
2019
Abstract
Our previous work was mainly focused on the synthesis of indoles by reductive cyclization of o-nitrostyrenes and oxazines by the hetero Diels-Alder condensation of a conjugated diene with a nitrosoarene formed in situ by the reduction of the starting nitroarene. However, the application of the previously developed method to the reductive cyclization of 2-nitrobiphenyls to carbazoles afforded only moderate yields even under harsher conditions and higher catalyst loadings. The result is not totally unexpected since this reductive cyclization is known to be more difficult than the other previously studied. Here we report the results of our investigations on this reaction aimed at improving the catalytic performance.File | Dimensione | Formato | |
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7th N_ligands 2018 oxazines.pdf
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