One-pot synthesis of highly regioselective β-azido alcohols catalyzed by Brønsted acidic ionic liquids

Publish Year: 1397
نوع سند: مقاله ژورنالی
زبان: English
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شناسه ملی سند علمی:

JR_ICC-6-4_011

تاریخ نمایه سازی: 2 مهر 1398

Abstract:

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.

Authors

Sarvin Mohammadi-Aghdam

Department of Chemistry, Payame Noor University, PO BOX ۱۹۳۹۵-۴۶۹۷ Tehran, Iran

Hadi Jabbari

Department of Chemistry, Payame Noor University, PO BOX ۱۹۳۹۵-۴۶۹۷ Tehran, Iran

Omidali Pouralimardan

Department of Chemistry, Payame Noor University, PO BOX ۱۹۳۹۵-۴۶۹۷ Tehran, Iran

Fater Divsar

Department of Chemistry, Payame Noor University, PO BOX ۱۹۳۹۵-۴۶۹۷ Tehran, Iran

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