Rh(III)-Catalyzed C-H Activation and Double Directing Group Strategy for the Regioselective Synthesis of Naphthyridinones

被引:178
作者
Huckins, John R. [1 ]
Bercot, Eric A. [1 ]
Thiel, Oliver R. [1 ]
Hwang, Tsang-Lin [1 ]
Bio, Matthew M. [1 ]
机构
[1] Amgen Inc, Chem Proc Res & Dev, Thousand Oaks, CA 91320 USA
关键词
PYRIDINE-N-OXIDES; ALKYNES; ANNULATION; BOND; FUNCTIONALIZATION; CLEAVAGE;
D O I
10.1021/ja405140f
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A general Rh(III)-catalyzed synthesis of naphthyridinone derivatives is described. It relies on a double-activation and directing approach leveraging nicotinamide N-oxides as substrates. In general, high yields and selectivities can be achieved using low catalyst loadings and mild conditions (room temperature) in the couplings with alkynes, While alkenes require slightly more elevated temperatures.
引用
收藏
页码:14492 / 14495
页数:4
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