1609401-42-4Relevant articles and documents
Rh-Catalyzed General Method for Directed C-H Functionalization via Decarbonylation of in-Situ-Generated Acid Fluorides from Carboxylic Acids
He, Bangyue,Liu, Xiaojie,Li, Hongyi,Zhang, Xiaofeng,Ren, Yuxi,Su, Weiping
supporting information, p. 4191 - 4196 (2021/05/26)
A Rh-catalyzed decarbonylative C-H coupling of in-situ-generated acid fluorides with amide substrates bearing ortho-Csp2-H bonds has been developed. This method enables alkyl, aryl, and alkenyl carboxylic acids to undergo decarbonylative coupling with C-H bonds of (hetero)aromatic or alkenyl amides in generally good yields via the in situ conversion of carboxylic acids into acid fluorides and also allows for the functionalization of a series of structurally complex carboxyl-containing natural products and pharmaceuticals as well as pharmaceutical amide derivatives.
Nickel-Catalyzed Ortho C–H Methylation of Aromatic Amides with Di-tert-butyl Peroxide as Methylation Reagent
Liu, Da,Yu, Lin,Yu, Yongqi,Xia, Zhen,Song, Zenan,Liao, Lihong,Tan, Ze,Chen, Xiang
supporting information, p. 6930 - 6934 (2019/11/13)
A new efficient protocol for the ortho-methylation of benzamides with DTBP has been developed via Ni(II)-catalyzed C–H activation directed by 8-aminoquinoline. This method is performed under base-free, ligand-free conditions and utilizes cheap and commercially available reagents. Moreover, the by-product acetone derived from DTBP does not affect the purification of the product.
Copper-Catalyzed Intramolecular Benzylic C-H Amination for the Synthesis of Isoindolinones
Yamamoto, Chiaki,Takamatsu, Kazutaka,Hirano, Koji,Miura, Masahiro
, p. 7675 - 7684 (2016/09/09)
A copper-catalyzed intramolecular amination occurs at the benzylic C-H of 2-methylbenzamides to deliver the corresponding isoindolinones of great interest in medicinal chemistry. The mild and abundant MnO2 works well as a terminal oxidant, and the reaction proceeds smoothly under potentially explosive organic peroxide-free conditions. Additionally, the directing-group-dependent divergent mechanisms are proposed: 8-aminoquinoline-containing benzamides include a Cu-mediated organometallic pathway whereas an aminyl radical-promoted Hofmann-Loffler-Freytag (HLF)-type mechanism can be operative in the case of N-naphthyl-substituted substrates.
