# Base-promoted deacylation of 2-acetyl-2,5-dihydrothiophenes and their oxygen-mediated hydroxylation

## TL;DR

This paper describes how changing solvents and conditions can transform a chemical compound into different derivatives.

## Contribution

The study reveals base-promoted deacylation and oxygen-mediated hydroxylation of 2-acetyl-2,5-dihydrothiophenes.

## Key findings

- Sodium methoxide in methanol leads to deacylated products of 2-acetyl-2,5-dihydrothiophenes.
- Sodium ethoxide in oxygen-saturated ethanol produces 2-hydroxy substituted derivatives.

## Abstract

Solvent-dependent transformations of polysubstituted 2-acetyl-2,5-dihydrothiophenes to the corresponding 2-hydroxy- or deacetylated derivatives are described. The treatment of a methanolic solution of the dihydrothiophene substrates with sodium methoxide afforded the deacylated products. Conversely, the treatment with sodium ethoxide in an oxygen saturated ethanolic solution produced 2-hydroxy substituted 2,5-dihydrothiophenes.