Methods for preparing N-arylated oxazolidinones via a copper...

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

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C548S230000

Reexamination Certificate

active

10645779

ABSTRACT:
Methods for the preparation of N-arylated oxazolidinone compounds via a copper catalyzed cross coupling reaction are disclosed.

REFERENCES:
patent: 6307087 (2001-10-01), Buchwald et al.
patent: 6313142 (2001-11-01), Damon et al.
patent: WO 2085838 (2002-10-01), None
Kang, S. K., et al., Copper-catalyzed N-arylation of Aryl Iodides with Benzamides or Nitrogen Heterocycles in the Presence of Ethylenediamine, Synlett, No. 3, pp. 427-430, (2002).
Mallesham, B., et al., Highly Efficient Cul-Catylyzed Coupling of Aryl Bromides with Oxazolidnones Using Buchwald's Protocol: A Short Route to Linezolid and Toloxatone,Organic Letters, vol. 5, No. 7, pp. 963-965, (2003).
Chan, D. M. T., Promotion of Reaction of N-H Bonds with Triarylbismuth and Cupric Acetate,Tetrahedron Letters, vol. 37, No. 50, pp. 9013-9016, (1996).
Chan, D. M. T., et al., New N- and O-Arylations with Phenylboronic Acids and Cupric Acetate,Tetrahedron Letters, vol. 39, pp. 2933-2936 (1998).
Antilla J. C. et al., Journal of the American Chemical Society, vol. 124, pp. 11684-11688, 2002, “The Copper-CatalyzedN-Arylation of Indoles.”
Madar D. J. et al., Tetrahedron Letters, vol. 42, pp. 3681-3684, 2001, “Synthesis ofN-arylated oxazolidinones via a palladium catalyzed cross coupling reaction. Application to the synthesis of the antibacterial agent Dup-721.”
Cacchi S. et al., American Chemical Society, Organic Letters, vol. 3, No. 16, pp. 2539-2541, 2001, “3-Aryl-2-oxazolidinones through the Palladium-CatalyzedN-Arylation of 2-Oxazolidinones.”

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