1344685-84-2Relevant academic research and scientific papers
PALLADIUM(II)-CATALYZED SELECTIVE FLUORINATION OF BENZOIC ACIDS AND DERIVATIVES
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Paragraph 0137; 0138; 0139; 0147, (2014/02/16)
A new method of ortho-fluorination for selectively fluorinating a benzoic acid or derivative compound where an aryl C—H bond is directly replaced by an aryl C—F bond is provided. The method comprises reacting a compound having the formula: wherein X is at
Ligand-promoted alkylation of C(sp3)-H and C(sp2)-H bonds
Zhu, Ru-Yi,He, Jian,Wang, Xiao-Chen,Yu, Jin-Quan
, p. 13194 - 13197 (2015/03/30)
9-Methylacridine was identified as a generally effective ligand to promote a Pd(II)-catalyzed C(sp3) - H and C(sp2) - H alkylation of simple amides with various alkyl iodides. This alkylation reaction was applied to the preparation of unnatural amino acids and geometrically controlled tri- and tetrasubstituted acrylic acids.
Pd-catalyzed oxidative ortho -C-H borylation of arenes
Dai, Hui-Xiong,Yu, Jin-Quan
, p. 134 - 137 (2012/02/16)
The development of a Pd-catalyzed oxidative ortho-C-H borylation with N-arylbenzamides is reported. A modified dibenzylideneacetone (dba) ligand, a weak base, and a strong oxidant are critical for obtaining good yields. The reaction is tolerant of electro
Pd(II)-catalyzed ortho trifluoromethylation of arenes and insights into the coordination mode of acidic amide directing groups
Zhang, Xing-Guo,Dai, Hui-Xiong,Wasa, Masayuki,Yu, Jin-Quan
, p. 11948 - 11951 (2012/09/08)
A Pd(II)-catalyzed trifluoromethylation of ortho C-H bonds with an array of N-arylbenzamides derived from benzoic acids is reported. N-Methylformamide has been identified as a crucial promoter of C-CF3 bond formation from the Pd center. X-ray characterization of the C-H insertion intermediate has revealed a rare coordination mode of acidic amides as directing groups and the origin of their capacity in directing C-H activation.
Palladium(II)-catalyzed selective monofluorination of benzoic acids using a practical auxiliary: A weak-coordination approach
Chan, Kelvin S. L.,Wasa, Masayuki,Wang, Xisheng,Yu, Jin-Quan
, p. 9081 - 9084 (2011/10/17)
Finally, a choice! A highly selective palladium(II)-catalyzed ortho-monofluorination reaction has been achieved for the first time through a weak coordination (see scheme; Ar=2,3,5,6-tetrafluoro-4-(trifluoromethyl)phenyl) . Simple modification of this protocol allows for a choice between mono- and difluorination. The mono- and difluorinated benzoic acid derivatives are valuable in the pharmaceutical and agrochemical industries. Copyright
