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One-pot synthesis of highly regioselective β-azido alcohols catalyzed by Brønsted acidic ionic liquids | ||
| Iranian chemical communication | ||
| مقاله 2، دوره 7، Issue 1, pp. 1-89, Serial No. 22، فروردین 2019، صفحه 15-28 اصل مقاله (977.75 K) | ||
| نوع مقاله: Original Research Article | ||
| شناسه دیجیتال (DOI): 10.30473/icc.2019.7646 | ||
| نویسندگان | ||
| Sarvin Mohammadi-Aghdam1؛ Hadi Jabbari2؛ Omidali Pouralimardan2؛ Fater Divsar2؛ Issa Amini2؛ Sami Sajjadifar* 2 | ||
| 1Department of Chemistry, Payame Noor University, PO box 19395-3197, Tehran, Iran | ||
| 2Department of Chemistry, Payame Noor University, PO BOX 19395-4697 Tehran, Iran | ||
| چکیده | ||
| In this protocol, 3-(2-carboxybenzoyl)-1-methyl-1H-imidazol-3-ium chloride [Cbmim]Cl and sulfonic acid functionalized pyridinium chloride [pyridine-SO3H]Cl as a new, reusable, and green Brønsted acidic ionic liquid (BAIL) catalyst were synthesized and successfully used for the one-pot ring opening of epoxide with sodium azide (NaN3) in water at room temperature. Epoxides under ring-opening easily with NaN3 in the presence of [Cbmim]Cl and [pyridine-SO3H]Cl to afford the corresponding β-azido alcohols as attractive and interesting materials in drug design and pharmaceutics compounds in high yield with good regioselective under mild reaction conditions. In this protocol, 3-(2-carboxybenzoyl)-1-methyl-1H-imidazol-3-ium chloride [Cbmim]Cl and sulfonic acid functionalized pyridinium chloride [pyridine-SO3H]Cl as a new, reusable, and green Brønsted acidic ionic liquid (BAIL) catalyst were synthesized and successfully used for the one-pot ring opening of epoxide with sodium azide (NaN3) in water at room temperature. Epoxides under ring-opening easily with NaN3 in the presence of [Cbmim]Cl and [pyridine-SO3H]Cl to afford the corresponding β-azido alcohols as attractive and interesting materials in drug design and pharmaceutics compounds in high yield with good regioselective under mild reaction conditions. | ||
| کلیدواژهها | ||
| [Cbmim]Cl؛ [pyridine-SO3H]Cl؛ Epoxide؛ Ring opening؛ Azidoalcohols؛ Water | ||
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