TY - JOUR A2 - Saavedra, Joseph E. AU - Kasséhin, Urbain C. AU - Gbaguidi, Fernand A. AU - Kapanda, Coco N. AU - McCurdy, Christopher R. AU - Poupaert, Jacques H. PY - 2014 DA - 2014/12/10 TI - Insight into the Willgerodt-Kindler Reaction of ω-Haloacetophenone Derivatives: Mechanistic Implication SP - 486540 VL - 2014 AB - 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. SN - 2090-200X UR - https://doi.org/10.1155/2014/486540 DO - 10.1155/2014/486540 JF - Organic Chemistry International PB - Hindawi Publishing Corporation KW - ER -