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关于此项目
经验公式(希尔记法):
C5H5BF3KN2O
化学文摘社编号:
分子量:
216.01
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Assay:
90%
Form:
solid
InChI
1S/C5H5BF3N2O.K/c1-12-5-10-2-4(3-11-5)6(7,8)9;/h2-3H,1H3;/q-1;+1
SMILES string
[K+].COc1ncc(cn1)[B-](F)(F)F
InChI key
ACPITJHSWGPRRF-UHFFFAOYSA-N
assay
90%
form
solid
mp
239-254 °C
Application
Potassium 2-methoxypyrimidin-5-yl-5-trifluoroborate can be used as a substrate in:
- Metal-free synthesis of biaryls through oxidative electrocoupling reaction.
- Cross-coupling reactions with unactivated alkyl halides in the presence of a nickel catalyst.
- Suzuki-Miyaura coupling with aryl and heteroaryl halides using a palladium catalyst.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
法规信息
新产品
此项目有
Nickel-catalyzed cross-coupling of potassium aryl-and heteroaryltrifluoroborates with unactivated alkyl halides
Molander GA, et al.
Organic Letters, 12(24), 5783-5785 (2010)
Arif Music et al.
Journal of the American Chemical Society, 142(9), 4341-4348 (2020-02-11)
We report herein versatile, transition metal-free and additive-free (hetero)aryl-aryl coupling reactions promoted by the oxidative electrocoupling of unsymmetrical tetra(hetero)arylborates (TABs) prepared from ligand-exchange reactions on potassium trifluoroarylborates. Exploiting the power of electrochemical oxidations, this method complements the existing organoboron toolbox.
Electrochemical Synthesis of Biaryls via Oxidative Intramolecular Coupling of Tetra(hetero)arylborates
Music A, et al.
Journal of the American Chemical Society, 142(9), 4341-4348 (2020)
Scope of the Suzuki- Miyaura cross-coupling reactions of potassium heteroaryltrifluoroborates
Molander GA, et al.
The Journal of Organic Chemistry, 74(3), 973-980 (2009)
Gary A Molander et al.
The Journal of organic chemistry, 74(3), 973-980 (2008-12-25)
A wide variety of bench-stable potassium heteroaryltrifluoroborates were prepared, and general reaction conditions were developed for their cross-coupling to aryl and heteroaryl halides. The cross-coupled products were obtained in good to excellent yields. This method represents an efficient and facile
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