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Reductive amidation of nitroarenes: a practical approach for the amidation of natural products |
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| Authors: | Amir E. Wahba Mark T. Hamann |
| Affiliation: | a Department of Pharmacognosy, The School of Pharmacy, The University of Mississippi, University, MS 38677, USA b Department of Chemistry and Biochemistry, The School of Pharmacy, The University of Mississippi, University, MS 38677, USA c Department of Pharmacology, The School of Pharmacy, The University of Mississippi, University, MS 38677, USA d Research Institute of Pharmaceutical Sciences, The School of Pharmacy, The University of Mississippi, University, MS 38677, USA |
| Abstract: | A simple and practical approach for the one-pot conversion of nitroarenes into amide derivatives has been developed. Zinc and acetic acid are utilized as a reducing agent, and acyl chloride and triethylamine are used as the acylating agent in DMF with good yield (∼60%) of the amide. This method was applicable to manzamine A (1), where the yield of 6-cyclohexamidemanzamine A (7) was significantly improved (56%) by this approach relative to (17%) by beginning with the amine. |
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