AlCl3-DMF reagent in the Friedel-Crafts reaction. The behaviour of omega-halogenoacid chlorides

Poupaert, Jacques;Kanyonyo, M;Ucar, H;Mouithys, AM;Lesieur, D.;et.al.
(1996) Societes Chimiques Belges. Bulletin — Vol. 105, n° 7, p. 397-401 (1996)

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  • Poupaert, JacquesUCLouvain
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  • Kanyonyo, M
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  • Ucar, H
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  • Mouithys, AM
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  • Lesieur, D.
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Abstract
2(3H)-benzoxazolones or 2(3H)-benzothiazolones react at 70-75 degrees C with omega-halogenoacyl chlorides in the presence the AlCl3-DMF complex to produce the expected ketones in 55-88 % yield. Treatment of a 2(3H)-benzoxazolone or 2(3H)-benzothiazolone by 4-chlorobutyryl chloride produced an alcohol derivative, presumably via an anchimeric participation of the 6-acyl carbonyl moiety.
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Poupaert, J., Kanyonyo, M., Ucar, H., Mouithys, A., Diouf, O., & Lesieur, D. (1996). AlCl3-DMF reagent in the Friedel-Crafts reaction. The behaviour of omega-halogenoacid chlorides. Societes Chimiques Belges. Bulletin, 105(7), 397-401. https://hdl.handle.net/2078.5/42395 (Original work published 1996)