Synthesis of new trifluoromethylated furans, dihydrofurans and butenolides starting from gamma-ketothioesters and diisopropylamine

Bouillon, JP.;Kikelj, V;Tinant, Bernard;Harakat, D;Portella, C
(2006) Synthesis : journal of synthetic organic chemistry — n° 6, p. 1050-1056 (2006)

Files

No attached file found for this publication.

Details

Authors
  • Bouillon, JP.
    Author
  • Kikelj, V
    Author
  • Tinant, BernardUCLouvain
    Author
  • Harakat, D
    Author
  • Portella, C
    Author
Abstract
gamma-Ketothioesters were easily transformed into furans, dihydrofurans or butenolides by simple treatment with diisopropylamine in diethyl ether. The Substitution pattern of the starting material has a great influence on the outcome of the reaction. Possible mechanisms for the formation of the heterocycles were proposed. The Structures of all new Compounds were ascribed Using usual NMR data (F-19, H-1, C-13 NMR), X-ray diffraction analysis and H-1-H-1 NOE experiments.
Affiliations

Citations

Bouillon, JP., Kikelj, V., Tinant, B., Harakat, D., & Portella, C. (2006). Synthesis of new trifluoromethylated furans, dihydrofurans and butenolides starting from gamma-ketothioesters and diisopropylamine. Synthesis : journal of synthetic organic chemistry, 6, 1050-1056. https://doi.org/10.1055/s-2006-926352 (Original work published 2006)