331627-96-4Relevant academic research and scientific papers
Rh(I)-Catalyzed Alkylation of ortho-C-H Bonds in Aromatic Amides with Maleimides
He, Qiyuan,Yamaguchi, Takuma,Chatani, Naoto
, p. 4544 - 4547 (2017)
An alkylation of C-H bonds with maleimides by a rhodium-catalyzed reaction of aromatic amides containing an 8-aminoquinoline moiety as the directing group is reported. Various N-substituents in the maleimide, including methyl, ethyl, cyclohexyl, benzyl, a
Ni-Catalyzed C(sp2)-H alkylation ofN-quinolylbenzamides using alkylsilyl peroxides as structurally diverse alkyl sources
Kano, Taichi,Maruoka, Keiji,Matsumoto, Akira,Sakurai, Shunya,Tsuzuki, Saori
, p. 7942 - 7945 (2021/08/17)
A Ni-catalyzed direct C-H alkylation ofN-quinolylbenzamides using alkylsilyl peroxides as alkyl-radical precursors is described. The reaction forms a new C(sp3)-C(sp2) bondviathe selective cleavage of both C(sp3)-C(sp3) and C(sp2)-H bonds. This transformation shows a high functional-group tolerance and, due to the structural diversity of alkylsilyl peroxides, a wide range of alkyl chains including functional groups and complex structures can be introduced at theortho-position of readily availableN-quinolylbenzamide derivatives. Mechanistic studies suggest that the reaction involves a radical mechanism.
Copper-Catalyzed Electrochemical Selective Bromination of 8-Aminoquinoline Amide Using NH4Br as the Brominating Reagent
Fang, Ping,Huang, Yan,Mei, Tian-Sheng,Wang, Xiang-Yang,Xu, Hao-Han,Yang, Qi-Liang,Yang, Xiang
, p. 3497 - 3507 (2020/03/23)
A simple and mild protocol for copper-catalyzed bromination of quinoline at the C5 site of quinoline by anodic oxidation was developed, affording the desired remote C-H activation products with isolated yields of up to about 90%. The reaction proceeds wit
Synthesis of diaryl sulfides through C–H bond functionalization of arylamides with cobalt salt and elemental sulfur
Li, Jian-Ye,Huang, Jun,Zhang, Shi-Jin,Yao, Chunna,Sun, Wen-Wu,Liu, Bin,Zhou, Yingbi,Wu, Bin
supporting information, p. 895 - 899 (2019/02/26)
A cobalt(II)-mediated, highly chemoselective thioarylation reaction of arylamides with elemental sulfur was reported. This reaction led to the formation of various symmetric diaryl sulfides in yields of up to 65% under mild reaction conditions. A cobalt-sulfur radical process was proposed based on preliminary results and mechanistic studies.
Electrooxidative amination of sp2 C-H bonds: Coupling of amines with aryl amides via copper catalysis
Kathiravan, Subban,Suriyanarayanan, Subramanian,Nicholls, Ian A.
, p. 1968 - 1972 (2019/03/07)
Metal-catalyzed cross-coupling reactions are among the most important transformations in organic synthesis. However, the use of C-H activation for sp2 C-N bond formation remains one of the major challenges in the field of cross-coupling chemistry. Described herein is the first example of the synergistic combination of copper catalysis and electrocatalysis for aryl C-H amination under mild reaction conditions in an atom-and step-economical manner with the liberation of H2 as the sole and benign byproduct.
Copper-Mediated Aminoquinoline-Directed Radiofluorination of Aromatic C?H Bonds with K18F
Lee, So Jeong,Makaravage, Katarina J.,Brooks, Allen F.,Scott, Peter J. H.,Sanford, Melanie S.
supporting information, p. 3119 - 3122 (2019/01/25)
A Cu-mediated ortho-C?H radiofluorination of aromatic carboxylic acids that are protected as 8-aminoquinoline benzamides is described. The method uses K18F and is compatible with a wide range of functional groups. The reaction is showcased in t
Method for preparing phenanthridone compound by copper compound induction
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Paragraph 0214; 0223, (2019/02/25)
The invention belongs to the fields of organic synthesis and metal catalysis, and discloses a method for preparing a phenanthridone compound by copper compound induction. The method comprises the following steps: adding a benzamide derivative, an O-bromob
CoIII-Catalyzed Isonitrile Insertion/Acyl Group Migration Between C?H and N?H bonds of Arylamides
Kalsi, Deepti,Barsu, Nagaraju,Sundararaju, Basker
, p. 2360 - 2364 (2018/02/22)
A general efficient and site-selective cobalt-catalyzed insertion of isonitrile into C?H and N?H bonds of arylamides through C?H bond activation and alcohol assisted intramolecular trans-amidation is demonstrated. This straightforward approach overcomes the limitation by the presence of strongly chelating groups. Isolation of CoIII-isonitrile complex B has been achieved for the first time to understand the reaction mechanism.
C-H and N-H Bond Annulation of Benzamides with Isonitriles Catalyzed by Cobalt(III)
Kalsi, Deepti,Barsu, Nagaraju,Dahiya, Pardeep,Sundararaju, Basker
, p. 3937 - 3944 (2017/08/29)
A simple efficient, atom-economical procedure was developed for the cobalt-catalyzed C-H bond annulation of benzamides with isonitriles under mild conditions. The reaction tolerates a variety of functional group including heterocycles. Diverse 3-(alkylimino)-2-quinolin-8-yl-2,3-dihydro-1 H -isoindol-1-ones were synthesized using isonitriles as the C1 source through C-H and N-H bond annulation via C-H bond activation in a 'green' solvent. Vinylamides were also used similarly with tert -butyl isonitrile to give 3-(tert -butylimino)-1-quinolin-8-yl-1 H -pyrrol-2(5 H)-ones.
Ruthenium-Catalyzed Difluoroalkylation of 8-Aminoquinoline Amides at the C5-Position
Chen, Changpeng,Zeng, Runsheng,Zhang, Jingyu,Zhao, Yingsheng
, p. 6947 - 6950 (2017/12/26)
A ruthenium-catalyzed highly selective difluoromethylation of 8-aminoquinoline amides at the C5 position has been developed. It tolerates a broad range of functional groups, providing the corresponding difluoromethylated products in moderate to good yields. Preliminary experimental results indicate that the tricoordinate ruthenium intermediate is the key factor in achieving the C5-position selectivity.
