产品名称
4-氨基-2,3,5,6-四氟三氟甲苯, 97%
InChI
1S/C7H2F7N/c8-2-1(7(12,13)14)3(9)5(11)6(15)4(2)10/h15H2
SMILES string
Nc1c(F)c(F)c(c(F)c1F)C(F)(F)F
InChI key
FJOACTZFMHZHSC-UHFFFAOYSA-N
assay
97%
form
liquid
reaction suitability
reaction type: C-C Bond Formation
reagent type: catalyst
reaction type: C-H Activation
refractive index
n20/D 1.431 (lit.)
n20/D 1.432
bp
186 °C (lit.)
density
1.662 g/mL at 25 °C
1.687 g/mL at 25 °C (lit.)
functional group
fluoro
Quality Level
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Other Notes
Acidic amides are superior directing groups for promoting C-H activation reactions with both Pd(0)/PR3 and Pd(II) catalysts.
Used in the Preparation of
Used in the Preparation of
- Lactams via palladium-catalyzed olefination of arylamides with benzylacrylate, followed by 1,4-conjugate addition
- N-(fluorinated aryl)benzamides as substrates for regioselective C-H amination reactions with O-benzoylhydroxylamines
- Substituted succinimides via palladium-catalyzed carbonylation of N-aryl amides
- N-aryl cyclopropanecarboxamide substrates and various amino acid ligands for palladium-catalyzed C-H activation of cyclopropanes
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Wasa, M;
Journal of the American Chemical Society, 132(11), 3680-3681 null
Eun Jeong Yoo et al.
Journal of the American Chemical Society, 132(49), 17378-17380 (2010-11-19)
Pd(II)-catalyzed β-C(sp(3))-H carbonylation of N-arylamides under CO (1 atm) has been achieved. Following amide-directed C(sp(3))-H cleavage and insertion of CO into the resulting [Pd(II)-C(sp(3))] bond, intramolecular C-N reductive elimination gave the corresponding succinimides, which could be readily converted to 1,4-dicarbonyl
Palladium(0)-Catalyzed Alkynylation of C(sp3)-H Bonds
He, J.:
Journal of the American Chemical Society null
Eun Jeong Yoo et al.
Journal of the American Chemical Society, 133(20), 7652-7655 (2011-04-28)
C-H amination of N-aryl benzamides with O-benzoyl hydroxylamines has been achieved with either Pd(II) or Pd(0) catalysts. Furthermore, we demonstrate that secondary amines can be directly used with benzoyl peroxide in a one-pot procedure that proceeds via the in situ
Masayuki Wasa et al.
Journal of the American Chemical Society, 133(49), 19598-19601 (2011-11-09)
Systematic ligand development has led to the identification of novel mono-N-protected amino acid ligands for Pd(II)-catalyzed enantioselective C-H activation of cyclopropanes. A diverse range of organoboron reagents can be used as coupling partners, and the reaction proceeds under mild conditions.
相关内容
Yu program focuses on efficient C–H bond activation for drug synthesis, using simple starting materials.
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