Nano-cellulose-OSnCl4-x: Green and natural-based renewable nanocatalyst for one-pot synthesis of 2-amino-3-phenylsulfonyl-4H-pyran derivatives

Authors

• Sayed Rasul Shafe-Mehrabadi ¹
• Bahareh Sadeghi * ²
• Mohammad Hossein Mosslemin ¹
• Saeedeh Hashemian ¹

1. Department of Chemistry, Yazd Branch, Islamic Azad University, Yazd, Iran
2. Department of Chemistry, Central Tehran Branch, Islamic Azad University, Tehran, Iran

Abstract

A highly efficient, eco-friendly procedure has been proposed for the synthesis of 2-amino-3-phenylsulfonyl-4H-pyran derivatives via nano-cellulose-OSnCl_4-x catalyst prepared from cotton as support treated with tin tetrachloride (SnCl₄). This catalyst is characterized by FT-IR, FESEM, TEM, TGA, and EDX. The TEM results confirmed the size of the nano-cellulose-OSnCl_4-x catalyst was below 30 nm. The efficiency of this solid acid catalyst was investigated in one-pot, three-component condensation reactions with aromatic aldehydes, dimedone, and phenylsulfonylacetonitrile under reflux conditions. As a result, 2-amino-3-phenylsulfonyl-4H-pyran derivatives were produced under facile conditions in high yield (84-95%) and high rate (30-50 min) using nano-cellulose-OSnCl_4-x as a recyclable catalyst.

Highlights

• Preparation, characterization and application of nano-cellulose-OSnCl_4-x as a green and natural-based nanocatalyst
• Nano-cellulose-OSnCl_4-x as a renewable nanocatalyst for one-pot synthesis of 2-amino-3-phenylsulfonyl-4H-pyran derivatives
• Synthesis of new derivatives of 2-amino-7,8-dihydro-7,7-dimethyl-4-phenyl-3-(phenylsulfonyl)-4H-chromen-5(6H)-one
• Prominent among the advantages of this method are working simplicity, mild reaction condition, short reaction times, higher yields, and environmental friendliness

Graphical Abstract

Keywords

• Green chemistry
• Phenylsulfonylacetonitrile
• Pyran derivatives
• Dimedone
• Nano-cellulose-OSnCl4-x.