1438558-97-4Relevant academic research and scientific papers
Pd(II)-Catalyzed Arylation/Oxidation of Benzylic C-H of 8-Methylquinolines: Access to 8-Benzoylquinolines
Wang, Wenrong,Fu, Xiaoqing,Cai, Yuchen,Cheng, Li,Yao, Changsheng,Wang, Xiangshan,Li, Tuan-Jie
, p. 15423 - 15432 (2021/10/20)
An efficient access to 8-benzoylquinoline was developed by a sequential arylation/oxidation of 8-methylquinolines with aryl iodides in the presence of Pd(OAc)2. This transformation demonstrates good tolerance of a wide range of functional groups on aryl iodides, providing good to excellent yields of 8-benzoylquinolines.
Synthesis method of phenyl(quinolin-8-yl)-one derivative
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Paragraph 0009-0010; 0021-0022, (2021/08/07)
A synthesis method of a phenyl(quinolin-8-yl)-one derivative comprises the following steps: by taking 8-methylquinoline or substituted 8-methylquinoline and aryl iodide as raw materials, Ag2CO3 as an additive, KOAc as alkali and Pd(OAc)2 as a catalyst, reacting the raw materials in a solution formed by mixing hexafluoroisopropanol and glacial acetic acid according to a volume ratio of 3: 7, sealing a tube at 130 DEG C, and reacting for 24 hours to generate the target product. The synthesis process route is simple, and the highest yield reaches 87%.
Rhodium(III)-Catalyzed Direct Coupling of Quinoline-8-Carbaldehydes with (Het)Arylboronic Acids for the Synthesis of 8-Aryloylquinolines
Lyu, Xue-Li,Huang, Shi-Sheng,Huang, Yuan-Qiong,Li, Yong-Qiang,Song, Hong-Jian,Liu, Yu-Xiu,Wang, Qing-Min
, p. 10271 - 10282 (2020/09/03)
Herein, we describe a method for the synthesis of aryl-(het)aryl ketones by Rh(III)-catalyzed direct coupling between quinoline-8-carbaldehydes and (het)arylboronic acids. The method has a broad substrate scope, a high functional group tolerance, and uses
Catalytic formation of ketones from unactivated esters through rhodium chelation-assisted C-O bond activation
Wang, Jingjing,Zuo, Sujing,Chen, Weiqiang,Zhang, Xinrui,Tan, Kaixin,Tian, Yun,Wang, Jianhui
, p. 8217 - 8231 (2013/09/24)
A new method for building aryl aryl ketones containing heterocyclic rings through chelation-assisted C-O bond activation catalyzed by a rhodium complex has been developed. In this reaction, methyl quinoline-8-carboxylate, methyl quinoxaline-5-carboxylate, and their derivatives were reacted with an excess amount of a substituted phenyl boronic acid in the presence of a rhodium(I) complex to give substituted phenyl(quinolin-8-yl)methanone, phenylquinoxalin-5- ylmethanone, and their derivatives in medium to high yields. The current method offers a highly favorable synthetic pathway to efficiently build related drugs with an 8-benzoylquinoline core structure. This method may prove especially valuable for medicinal chemists for the late-stage introduction of versatile ketone moieties into complex scaffolds for diversity-oriented synthetic strategies.
Direct exchange of a ketone methyl or aryl group to another aryl group through ciC bond activation assisted by rhodium chelation
Wang, Jingjing,Chen, Weiqiang,Zuo, Sujing,Liu, Lu,Zhang, Xinrui,Wang, Jianhui
, p. 12334 - 12338 (2013/02/23)
Swapped: Commercially available quinolinone derivatives (1 or 2, see scheme) were reacted with arylboronic acids in the presence of a RhI complex to give aryl(quinolin-8-yl)methanone products 3 in medium to good yields. A mechanism that involves the in situ oxidation of RhI to RhIII by O2 in the presence of CuI was proposed. Copyright
