Method for halogenating or radiohalogenating a chemical...

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

Reexamination Certificate

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C570S143000, C570S144000, C570S161000, C570S174000, C570S175000, C570S190000, C570S201000

Reexamination Certificate

active

07041859

ABSTRACT:
A method for obtaining a halogenated organic compound, whereby an organotrifluoroborate compound is reacted with a halide ion in the presence of an oxidizing agent to produce the corresponding halogenated organic compound. The method may be used for producing radiohalogenated organic compounds.

REFERENCES:
patent: 4450149 (1984-05-01), Kabalka
Kabalka et al (Synthesis of Organic bromide via organotrifluoroborates, Organomettalics 2004, 23, 4519-4521.
Darses, S, and Genet, J-P, “Cross-coupling reactions of arenediazonium tetrafluoroborates with potassium aryl- or alkenyltrifluoroborates catalyzed by palladium”, Tetrahedron Letters, 38(25):4393-4398 (1997).
Darses, S., et al, “Potassium organotrifluoroborates: New Partners in palladium-catalysed cross-coupling reactions”, Eur. J. Org. Chem., 1875-1883 (1999).
Kabalka, GW, et al, “Palladium-catalyzed cross-coupling of acetates of Baylis-Hillman adducts and potassium organotrifluoroborates”, Organic Letters, 5(21):3803-3805 (2003).
Kabalka GW, and Mereddy AR, “A facile synthesis of aryl iodides via potassium aryltrifluoroborates”, Tetrahedron Letters, 45:343-345 (2004).
Kabalka GW, and Mereddy AR, “Iodination of organotrifluoroborates: synthesis of vinyl and alkynyl iodides”, Tetrahedron Letters, 45:1417-1419 (2004).
Kabalka GW, and Mereddy AR, “Facile syntheses of organic halides using organotrifluoroborates”, Boron Americas IX, San Marcos, TX, (May 19-22, 2004).
Molander GA, and Rivero, MR, “Suzuki Cross-coupling reactions of potassium alkenyltrifluoroborates”, Organic Letters 4(1):107-109 (2002).
Molander GA, et al., “Development of the Suzuki-Miyaura cross-coupling reaction: use of air-stable potassium alkynyltrifluoroborates in aryl alkynylations”, J. Org. Chem., 67:8416-8423 (2002).
Vedejs, E, et al., “Conversion of arylboronic acids into potassium aryltrifluoroborates: Convenient precursors of arylboron difluoride Lewis acids”, J. Org. Chem., 60:3020-3027 (1995).

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