92254-02-9Relevant academic research and scientific papers
Palladium-Catalyzed Direct C(sp2)-H ortho-Arylation of Anilides Using 2-Aminophenylpyrazole as the Directing Group
Shen, Yuning,Cindy Lee, Wan-Chen,Gutierrez, David A.,Li, Jie Jack
, p. 11620 - 11625 (2017/11/10)
Palladium-catalyzed ortho-arylation of anilides was achieved using 2-aminophenyl-1H-pyrazole (2-APP) as a new directing group. Using Pd(OAc)2 as the catalyst and AgO as the promoter, mono- and diarylation of anilides were realized in up to 89% isolated yield. Further manipulation of the arylation product may be accomplished by a 2-step sequence involving an acidic hydrolysis of the methylated amide. More interestingly, in the presence of K2CO3, tandem C-C/C-N cyclization products were obtained for a couple of substrates.
ortho-C?H Arylation of Benzoic Acids with Aryl Bromides and Chlorides Catalyzed by Ruthenium
Biafora, Agostino,Krause, Thilo,Hackenberger, Dagmar,Belitz, Florian,Goo?en, Lukas J.
supporting information, p. 14752 - 14755 (2016/11/23)
A system consisting of catalytic amounts of [(p-cym)RuCl2]2/PEt3?HBF4, K2CO3as the base, and NMP as the solvent efficiently mediates the ortho-C?H arylation of benzoic acids with aryl bromides at 100 °C. Replacing the phosphine ligand with the amino acid dl-pipecolinic acid enables the analogous transformation with aryl chlorides. The key advantage of this broadly applicable transformation is the use of an inexpensive ruthenium catalyst in combination with simple carboxylates as directing groups, which can either be tracelessly removed or used as anchor points for decarboxylative ipso substitutions.
