The reaction of diazoalkanes with thiophen
- 1 January 1979
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 11,p. 2624-2628
- https://doi.org/10.1039/p19790002624
Abstract
During the rhodium-catalysed reaction of thiophen with diazoalkanes, three types of product are observed depending on the nature of the diazoalkane. With diazomalonic esters stable ylides are formed. Simple diazoketones such as diazoacetophenone result in 2-substitution of the thiophen ring whereas diazoacetic esters react to give 2-thiabicyclo[3.1.0]hex-3-ene derivatives. Diazoacetoacetic esters give mixed 2-substitution–cyclopropanation, with the former predominating.This publication has 0 references indexed in Scilit: