Table of Contents
Organic Chemistry International
Volume 2014, Article ID 486540, 5 pages
Research Article

Insight into the Willgerodt-Kindler Reaction of ω-Haloacetophenone Derivatives: Mechanistic Implication

1Laboratoire de Chimie Pharmaceutique Organique, Ecole de Pharmacie, Faculté des Sciences de la Santé, Université d'Abomey-Calavi, Campus du Champ de Foire, 01 BP 188 Cotonou, Benin
2Medicinal Chemistry, Louvain Drug Research Institute, UCL, 73 Bte B1.73.10, Avenue E. Mounier, 1200 Bruxelles, Belgium
3Department of BioMolecular Sciences, School of Pharmacy, University of Mississippi, 419 Faser Hall, P.O. Box 1848, University, MS 38677-1848, USA

Received 16 September 2014; Accepted 25 November 2014; Published 10 December 2014

Academic Editor: Joseph E. Saavedra

Copyright © 2014 Urbain C. Kasséhin et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.


This paper reports efforts aimed at tuning up the synthesis of a compound library centered on the general template 2-amino-1-phenyl-2-thioxoethanone taking the condensation of ω-haloacetophenone, octasulfur, and morpholine as pilot reaction. Considerations about atomic economy were found extremely precious in selecting the best starting halo-reagent. A one-pot practical method based on use of 2-bromo-1-phenylethanone as substrate and N,N-dimethylformamide as solvent can be easily scaled up to gram amounts (72% yield). Based on this synthetic approach, some more specific examples are reported.