Method for Friedel-Crafts acylation of anilides

Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing

Reexamination Certificate

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Reexamination Certificate

active

11194554

ABSTRACT:
An anilide is reacted with an acylating agent by using as a catalyst a tri(perfluoroalkane sulfonate) compound of any of the elements belonging to groups 3 to 5 and groups 13 to 15 in periods 4 to 6 of the periodic table, thereby bonding an acyl group to the benzene ring. Thus, ketoaniline derivatives, which are useful as physiologically active compounds or intermediates in synthesizing the same, are synthesized in high reaction yield by catalytic acylation.

REFERENCES:
patent: 5-320089 (1993-12-01), None
patent: 6-135883 (1994-05-01), None
patent: 2001-145833 (2001-05-01), None
I. Hachiya, “Hafnium (IV) trifluoromethanesulfonate, an efficient catalyst for the Friedel-Crafts acylation and alkylation reactions”, Bull. Chem. Soc. Jpn., 68(7), 2053-60, 1995.
J. Matsuo, et al., “Gallium nonafluorobutanesulfonate as an efficient catalyst in Friedel-Crafts acylation”, Synlett, 2000(3), 403-405, 2000.
S. Kobayashi et al., “Catalytic Friedel-Crafts acylation of benzene, chlorobenzene, and fluorobenzene using a novel catalyst system, hafnium triflate and trifluoromethanesulfonic acid”, Tetrahedron Lett., 39 (26), 4697-4700, 1998.
Kobayashi et al., Tetrahedron, vol. 56, pp. 6463-6465, 2000.
Front page of Advanced Synthesis & Catalysis, vol. 343, No. 1, Jan. 2001.
Shū Kobayashi et al., “Catalytic Friedel-Crafts Acylation of Aniline Derivatives”, Adv. Synth. Catal., 343, No. 1, pp. 71-74, 2001.

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