Friedel-Crafts acylation of 2(3H)-benzoxazolone: Investigation of the role of the catalyst and microwave activation
(1999) Monatshefte für Chemie : an international journal of chemistry — Vol. 130, n° 11, p. 1393-1397 (1999)
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- Abstract
- To study the scope and limitations of the use of complexed species of AlCl3 in Friedel-Crafts reactions, we investigated the acetylation and benzoylation of 2(3H)-benzoxazolone and 3-methyl-2(3H)-benzoxazolone varying the amide complexing agent. We replaced dimethylformamide by N-methylformamide, dimethylacetamide, pyrrolidone, N-methylpyrrolidone, tetramethylurea, and dimethylsulfoxide. However, there was no particular advantage of substituting dimethylformamide by another amide ligand. This can probably be ascribed to the fact that the complex formed between AlCl3 and the complexing agent becomes too stable. Alternatively, a route using polyphosphoric acid and microwave activation was explored. The major advantage of running the reaction in a microwave oven was that a good yield was reached in a rather short period of time.
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Liacha, M., Yous, S., Poupaert, J., Depreux, P., & Aichaoui, H. (1999). Friedel-Crafts acylation of 2(3H)-benzoxazolone: Investigation of the role of the catalyst and microwave activation. Monatshefte für Chemie : an international journal of chemistry, 130(11), 1393-1397. https://hdl.handle.net/2078.5/41876 (Original work published 1999)