Picture of wind turbine against blue sky

Open Access research with a real impact...

The Strathprints institutional repository is a digital archive of University of Strathclyde research outputs.

The Energy Systems Research Unit (ESRU) within Strathclyde's Department of Mechanical and Aerospace Engineering is producing Open Access research that can help society deploy and optimise renewable energy systems, such as wind turbine technology.

Explore wind turbine research in Strathprints

Explore all of Strathclyde's Open Access research content

A novel biotransformation of benzofurans and related compounds catalysed by a chloroperoxidase

Alvarez, Ricardo G. and Hunter, Iain S. and Suckling, Colin J. and Thomas, Michael and Vitinius, Ute (2001) A novel biotransformation of benzofurans and related compounds catalysed by a chloroperoxidase. Tetrahedron, 57 (40). pp. 8581-8587. ISSN 0040-4020

Full text not available in this repository. (Request a copy from the Strathclyde author)

Abstract

Abstract The oxidation of 3-alkyl benzofurans, indoles, and a benzothiophene by the chloroperoxidase from Caldariomyces fumago has been investigated. Under conditions in which the catalase activity of chloroperoxidase was minimised in the presence of chloride and hydrogen peroxide, 3-methylbenzothiophene was oxidised at sulfur but the indoles (5-9) and benzofurans (1-4) gave 2,3-diols as initial products. In the case of N-unsubstituted indoles, these tautomerised to give the corresponding lactam. In contrast, the diols (predominantly trans) formed from the benzofurans were sufficiently stable for isolation and full characterisation. This novel reaction has the potential to be developed into a useful synthetic biotransformation.