Fluoroboron compound, aminomethylating agent for aromatic...

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

Reexamination Certificate

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Reexamination Certificate

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08044216

ABSTRACT:
A production method of a compound containing a primary, secondary, or tertiary aminomethyl aromatic ring of the present invention includes: using a fluoroboron compound or a dimer thereof, or solvates thereof, which are represented by a formula (I):in-line-formulae description="In-line Formulae" end="lead"?Ra(Rb)N—CH2—BF3M  (I)in-line-formulae description="In-line Formulae" end="tail"?as an aminomethylating agent for an aromatic ring; and reacting the aminomethylating agent with an aromatic ring-containing compound, which can react with the aminomethylating agent, under the presence of a metal catalyst such as a palladium compound so as to perform the direct aminomethylation of the aromatic ring.

REFERENCES:
patent: 2007/0105943 (2007-05-01), Nakamoto et al.
patent: WO-2005/033079 (2005-04-01), None
Byrn et al. Solid-State Chemistry of Drugs, 2d (1999), Chapters 10 & 11.
A.M. Rouhi, Chem. & Eng. News, Feb. 24, 2003, 81(8), 32-35.
Ali et al. (Tetrahedron, 60 (2004), 4773-4780).
Molander et al. (Org. Lett., 9 (2007), 1597-1600).
Molander et al. (Aldrichimica Acta, 38 (2005), 49-56).
Jensen et al., Organic Letters, vol. 2, No. 8, 2000, pp. 1081-1084.
Molander et al., Organic Letters, vol. 8, No. 10, 2006, pp. 2031-2034.
Matteson et al., The Journal of Organic Chemistry, vol. 33, No. 8, Aug. 1968, pp. 3055-3060.
Batey et al., Tetrahedron Letters, vol. 42, 2001, pp. 9099-9103.
Bose et al., Synthesis, No. 1, 1999, pp. 66-68.
Davis et al., Tetrahedron Letters, vol. 33, No. 52, 1992, pp. 8125-8126.
Ali et al., Tetrahedron, vol. 60, 2004, pp. 4773-4780.
Molander et al., Organic Letters, vol. 9, No. 8, 2007, pp. 1597-1600.
Molander et al., Organic Letters, vol. 8, No. 13, 2006, pp. 2767-2770.
Danishefsky et al., “The B-Alkyl Suzuki-Miyaura Cross-Coupling Reaction: Development, Mechanistic Study, and Applications in Natural Product Synthesis”, Angew. Chem. Int. Ed., vol. 40, pp. 4544-4568, 2001.
Jamieson et al., “The first enantioselective synthesis of the amino acid, (2S,3S,4R)-y-hydroxyisoleucine using a palladium(II) catalysed 3,3-sigmatropic rearrangement”, Org. Biomol. Chem., vol. 2, pp. 808-809, Feb. 19, 2004.
Kirsch et al., “Catalytic Asymmetric Synthesis of Chiral Allylic Esters”, J. Am. Chem. Soc., vol. 127, pp. 2866-2867, 2005 (Published on web Feb. 12, 2005).
Kirsch et al., “Monomeric Cobalt Oxazoline Palladacycles (COP). Useful Catalysts for Catalytic Asymmetric Rearrangement of Allylic Trichloroacetimidates”, J. Org. Chem., vol. 69, No. 23, pp. 8101-8104, 2004 (Published on web Oct. 12, 2004).
Norrby et al., “Deconvoluting the Memory Effect in Pd-Catalyzed Allylic Alkylation: Effect of Leaving Group and Added Chloride”, Chem. Eur. J., vol. 12, pp. 5352-5360, 2006 (Published online Apr. 25, 2006).

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