The Journal of organic chemistry, 68(8), 3352-3355 (2003-04-12)
5-bromo-2-fluoro-3-pyridylboronic acid (3) was prepared in high yield by ortho-lithiation of 5-bromo-2-fluoropyridine (1), followed by reaction with trimethylborate. Suzuki reaction of 3 with a range of aryl iodides gave 3-monosubstituted 5-bromo-2-fluoropyridines 4 in excellent yields. A second Suzuki reaction utilizing
The Journal of organic chemistry, 68(6), 2475-2478 (2003-03-15)
Two racemic fluoropyridine analogues 4 and 5 of the potent nicotinic agonist UB-165 have been synthesized. Halogenated pyridines 7 and 12 provided the organometallic reagents needed for the Negishi and Suzuki coupling reactions used for the preparation of 4 and
Aromatic fluorine compounds. XI. Replacement of chlorine by fluorine in halopyridines.
Finger GC, et al.
The Journal of Organic Chemistry, 28(6), 1666-1668 (1963)
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