Aniline-terephthalaldehyde resin p-toluenesulfonate (ATRT) as a highly efficient and reusable catalyst for alcoholysis, hydrolysis, and acetolysis of epoxides

ABSTRACT

Alcoholysis, hydrolysis, and acetolysis of epoxides were carried out in the presence of a catalytic amount of aniline-terephthalaldehyde resin p-toluenesulfonate (ATRT) to give the corresponding β-substituted alcohols in good yields. Alcoholysis and hydrolysis of epoxides catalyzed by ATRT proceeded faster than those by pyridinium p-toluenesulfonate (PPTS).

GRAPHICAL ABSTRACT

KEYWORDS:

• Acetolysis
• alcoholysis
• aniline resins
• epoxides
• hydrolysis
• solid acids

Acknowledgments

We thank the Center for Instrumental Analysis, Institute for Research Promotion, Niigata University for ¹H and ¹³C NMR measurements. We thank the Division of Chemical Analysis, Systems Engineering, for the elemental analyses. We thank JEOL Ltd. for the high-resolution mass analysis.