1300857-08-2Relevant academic research and scientific papers
Copper-mediated C–H thiolation of (hetero)arenes using weakly coordinating directing group
Wu, Peng,Cheng, Tai-Jin,Lin, Hai-Xia,Xu, Hui,Dai, Hui-Xiong
, (2020/06/17)
We have developed a copper-mediated C–H thiolation of (hetero)arenes by using monodentate amide as weakly coordinating directing group. This protocol features excellent functional group tolerance and shows satisfactory compatibility with various heterocycles, such as indole, pyrrole, imidazole, pyridine, thiophene and quinoline. The robust nature of this protocol renders that it has potential value in the synthetic application.
Ligand-promoted ortho-C-H amination with Pd catalysts
Zhu, Dajian,Yang, Guoqiang,He, Jian,Chu, Ling,Chen, Gang,Gong, Wei,Chen, Ke,Eastgate, Martin D.,Yu, Jin-Quan
, p. 2497 - 2500 (2015/02/19)
2,4,6-Trimethoxypyridine is identified as an efficient ligand for promoting a Pd-catalyzed ortho-C-H amination of both benzamides and triflyl-protected benzylamines. This finding provides guidance for the development of ligands that can improve or enable PdII-catalyzed Csp2-H activation reactions directed by weakly coordinating functional groups.
PALLADIUM(II)-CATALYZED SELECTIVE FLUORINATION OF BENZOIC ACIDS AND DERIVATIVES
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Paragraph 0137; 0138; 0139; 0148, (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
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
Pd(II)-catalyzed cross-coupling of C(sp2)h bonds and alkyl, aryl, and vinylboron reagents via Pd(II)/Pd(0) catalysis
Wasa, Masayuki,Chan, Kelvin S. L.,Yu, Jin-Quan
, p. 1004 - 1006 (2011/12/05)
Pd(II)-catalyzed cross-coupling of ortho-CH bonds in benzoic acid and phenylacetic acid amides with alkyl, aryl, and vinylboron reagents have been achieved via Pd(II)/Pd(0) catalysis, demonstrating the unprecedented versatility of CH activation reactions.
Pd-catalyzed intermolecular C-H amination with alkylamines
Yoo, Eun Jeong,Ma, Sandy,Mei, Tian-Sheng,Chan, Kelvin S. L.,Yu, Jin-Quan
, p. 7652 - 7655 (2011/06/26)
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
