Method for producing ketones from carboxylic acid anhydrides

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

Reexamination Certificate

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C568S314000, C568S315000

Reexamination Certificate

active

06864394

ABSTRACT:
The invention relates to a method for producing ketones by reacting boric acid derivates with carbocylic acid anhydrides in the presence of a transition metal catalyst. The carboxylic acid anhydrides can either be used in isolated form or produced from carboxylic acids in a reaction mixture. This method enables the simple embodiment of a multitude of functionalized ketones in a single reaction step.

REFERENCES:
patent: 6124476 (2000-09-01), Guram et al.
Frost et al. Rhodium catalysed addition of boronic acids to anhydrides: a new method for the synthesis of ketones. Chemical Communications., 2001, p 2316-2317.*
Ishiyama et al. Palladium-Catalyzed Carbonylative Cross-Coupling Reaction of Arylboronic Acids with Aryl Electrophiles: Synthesis of Biaryl Ketones. Journal of Organic Chemistry., 1998, vol. 63, p 4726-4731.*
Liebeskind L.S. et al: “Thiol Ester-Boronic Acid Coupling a Mechanistically Unprecedented and General Ketone Synthesis”; Journal of the American Chemical Society; Washington, DC; Nov. 15, 2000 (pp. 11260-11261 XP000967753.
Dieter R. K.: “Reaction of Acyl Chlorides with Organometallic Reagents: A Banquet Table of Metals for Ketone Synthesis” Tetrahedron 55 (1999), Elsevier Science Publishers, Amsterdam, NL; pp. 4177-4236.

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