Rhodium-Catalyzed Interconversion of Quinolinyl Ketones with Boronic Acids via C-C Bond Activation
Rhodium-Catalyzed Interconversion of Quinolinyl Ketones with Boronic Acids via C-C Bond Activation
复制标题
DOI：
10.1021/acs.orglett.6b01434
复制
发表时间：
2016-07-15
期刊：
影响因子：
5.2
通讯作者：
Johnson, Jeffrey B.
中科院分区：
文献类型：
--
作者：
Dennis, Joseph M.;Compagner, Chad T.;Johnson, Jeffrey B.
A rhodium-catalyzed cross-coupling of aryl and aliphatic quinolinyl ketones with boronic acids has been developed. Proceeding via quinoline-directed carbon carbon sigma bond activation, the transformation demonstrates tolerance of a range of functional groups on both the ketone and aryl boronic acid substrates, providing good to excellent yields of the new ketones, particularly those containing electron-withdrawing substituents. Catalyst reactivity is dependent on quinolinyl ketone substrates, with alkyl ketones requiring Rh(PPh3)(3)Cl instead of the more reactive [Rh(C2H4)(2)Cl](2). With the use of K2CO3 as an additive, methyl boronic acid is also a competent substrate, giving rise to an unprecedented methylation technique.
