Regioselective Ring Opening of Epoxides with Amines Using Silica-bonded S-sulfonic Acid under Solvent-free Conditions

Abstract

Silica-bonded S-sulfonic acid (SBSSA) was used as a recyclable and reusable catalyst for the synthesis of β-amino alcohols. Several amines were reacted with epoxides to afford regioselective β-amino alcohols in high yield under solvent-free conditions at room temperature.

Catalytic metallodendrimers grafted on mesoporous polymethacrylate beads for the regioselective synthesis of β-amino alcohols under solvent-free conditions

“…Recently, few reports on polymer catalysts appeared to describe the ring opening of epoxides at high temperatures with long reaction times and in the presence of solvent 44,45 as well as under noncatalyzed reaction conditions. 46 Comparison of the designed Ni 2+ -metallodendrimer-based Sepabeads EB-EP-400 catalyst with the few catalysts reported in the literature for the synthesis of b-amino alcohols showed much superior catalytic activity, and higher yields (97-99% yield) in signicantly less time (0.5 to 1.0 h) for our catalyst as compared to a recent report where a nano Fe 3 O 4 catalyst 47 is used for the synthesis of b-amino alcohols (ESI †).…”

YCl3-Catalyzed Highly Selective Ring Opening of Epoxides by Amines at Room Temperature and under Solvent-Free Conditions

“…This approach is usually met with some limitations such as kinetically slow reactions that may be due to inefficient activation of epoxides and low regioselectivity. To overcome these issues, many new catalytic methods have been introduced using various catalysts, with aims to enhance the electrophilicity of epoxides through metallic coordination or H-bonding [8][9][10][11][12][13][14][15][16][17][18][19][20][21][22][23][24][25][26]. The N-alkylation of amines using cyclic carbonates is also an attractive approach to molecules under discussion [27,28].…”