One-pot Synthesis of β-Azido and β-Amino Alcohols Using Fe3O4@SiO2@CS@POCl2-x as a Heterogenous and Magnetic Nano Catalyst

Ebrahimzadeh, Farzaneh

doi:10.22036/org.chem.2024.429891.1303

One-pot Synthesis of β-Azido and β-Amino Alcohols Using Fe3O4@SiO2@CS@POCl2-x as a Heterogenous and Magnetic Nano Catalyst

Document Type : Full Paper

Author

Farzaneh Ebrahimzadeh

Department of Chemistry, Marvdasht Branch, Islamic Azad University, Marvdasht, Iran

10.22036/org.chem.2024.429891.1303

Abstract

This study introduces Fe3O4@SiO2@CS@POCl2-x (NCP@ POCl2-x),an innovative and eco-friendly nanocatalyst, for the regioselective azidolysis of epoxides using NaN3. This process efficiently yields β-azido alcohols or β-amino alcohols, depending on the reaction conditions. In the presence of this catalyst, rapid azidation occurs, and the subsequent addition of water and application of heat efficiently produce β-amino alcohols. The catalyst is notable for its high yield and precise targeting of specific chemical sites (regioselectivity). Incorporating chitosan into the catalyst enhances its environmental friendliness, while surface hydroxyl and amine groups promote the smooth conversion of β-azido to β-amino alcohols via water incorporation in the mechanism and proton transfer during heating. This catalyst''s performance under mild conditions, with its excellent yield potential, underscores its significance in organic synthesis. Its ability to be easily recovered magnetically, its diverse composition, and efficient, clean reactions make it a vital tool for transforming epoxides.

Graphical Abstract