Autor: |
M. Shaheer Malik, Basim H. Asghar, Shaik Azeeza, Rami J. Obaid, Ismail I. Thagafi, Rabab.S. Jassas, Hatem M. Altass, Moataz Morad, Ziad Moussa, Saleh A. Ahmed |
Jazyk: |
angličtina |
Rok vydání: |
2020 |
Předmět: |
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Zdroj: |
Arabian Journal of Chemistry, Vol 13, Iss 11, Pp 8200-8208 (2020) |
Druh dokumentu: |
article |
ISSN: |
1878-5352 |
DOI: |
10.1016/j.arabjc.2020.09.053 |
Popis: |
β-Hydroxynitriles are essential intermediates in the synthesis of diverse bioactive compounds and clinical drugs. One of the precursor reactions to these intermediates is the opening of an epoxide ring with a cyanide nucleophile. In the present study, we report a milder and safer route to β-hydroxynitriles employing recyclable, Amberlyst A-21 resin in the ring-opening of epoxides with acetone cyanohydrin in water. A diverse range of substrates (fifteen), including aromatic epoxides, phenoxy epoxides, non-terminal, and terminal aliphatic epoxides, are investigated under the optimized conditions to afford the desired β-hydroxynitriles in good to excellent yield. In addition to this, the recyclability of the Amberlyst A-21 resin is also successfully demonstrated. This relatively safer methodology has the potential to be explored in other organic transformations. |
Databáze: |
Directory of Open Access Journals |
Externí odkaz: |
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