54885-04-0Relevant articles and documents
Rhodium(III)-catalyzed C-C and C-O coupling of quinoline N-oxides with alkynes: Combination of C-H activation with o-atom transfer
Zhang, Xueyun,Qi, Zisong,Li, Xingwei
, p. 10794 - 10798 (2014)
[CpRhIII]-catalyzed C-H activation of arenes assisted by an oxidizing N-O or N-N directing group has allowed the construction of a number of hetercycles. In contrast, a polar N-O bond is well-known to undergo O-atom transfer (OAT) to alkynes. Despite the liability of N-O bonds in both C-H activation and OAT, these two important areas evolved separately. In this report, [CpRhIII] catalysts integrate both areas in an efficient redox-neutral coupling of quinoline N-oxides with alkynes to afford α-(8-quinolyl)acetophenones. In this process the N-O bond acts as both a directing group for C-H activation and as an O-atom donor. A chance meeting: A rhodium(III)-catalyzed redox-neutral coupling of quinoline N-oxides with alkynes has been realized, thus leading to the synthesis of α-substituted acetophenones. This system integrates C-H activation with O-atom transfer.
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.
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
Rhodium-Catalyzed Interconversion of Quinolinyl Ketones with Boronic Acids via C-C Bond Activation
Dennis, Joseph M.,Compagner, Chad T.,Dorn, Stanna K.,Johnson, Jeffrey B.
, p. 3334 - 3337 (2016/07/26)
A rhodium-catalyzed cross-coupling of aryl and aliphatic quinolinyl ketones with boronic acids has been developed. Proceeding via quinoline-directed carbon-carbon σ bond activation, the transformation demonstrates tolerance of a range of functional groups
