Categories: C-B Bond Formation > Synthesis of potassium trifluoroborates >
Synthesis of alkyltrifluoroborates
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Recent Literature
A new synthetic method for the preparation of potassium
organotrifluoroborates through nucleophilic substitution of potassium bromo-
and iodomethyltrifluoroborates is described. Potassium
halomethyltrifluoroborates have been prepared via in situ reaction of n-BuLi
with dibromo- and diiodomethane, respectively, in the presence of trialkyl
borates, followed by treatment with KHF2.
G. A. Molander, J. Ham, Org. Lett.,
2006,
8, 2031-2034.
Activated pyridine borane complexes (Py·BH2X) are capable of
hydroborating alkenes at room temperature. An unusual hydroboration
mechanism is discussed. Hydroboration of alkynes with Py·BH2I
selectively affords the monoadducts. The preparation of synthetically useful
potassium alkyltrifluoroborate salts is described.
J. M. Clay, E. Vedejs, J. Am. Chem. Soc.,
2005,
127, 5766-5767.
Ketone-, ester-, and amide-containing potassium trifluoroboratohomoenolates were
prepared in good yields from the corresponding unsaturated carbonyl compounds.
They are effective coupling partners in the Suzuki-Miyaura reaction with various
electrophiles including electron-rich and electron-poor aryl bromides and
-chlorides.
G. A. Molander, D. E. Petrillo, Org. Lett., 2008,
10, 1795-1798.
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