Communication
Rhodium(III)-Catalyzed Oxidative CH Coupling of N-Methoxybenzamides with Aryl Boronic Acids: One-Pot Synthesis of Phenanthridinones†
Jaganathan Karthikeyan,
Radhakrishnan Haridharan,
Prof. Dr. Chien-Hong Cheng,
Jaganathan Karthikeyan
Department of Chemistry, National Tsing Hua University, Hsinchu 30013 (Taiwan) http://mx.nthu.edu.tw/%7Echcheng
Search for more papers by this authorRadhakrishnan Haridharan
Department of Chemistry, National Tsing Hua University, Hsinchu 30013 (Taiwan) http://mx.nthu.edu.tw/%7Echcheng
Search for more papers by this authorCorresponding Author
Prof. Dr. Chien-Hong Cheng
Department of Chemistry, National Tsing Hua University, Hsinchu 30013 (Taiwan) http://mx.nthu.edu.tw/%7Echcheng
Department of Chemistry, National Tsing Hua University, Hsinchu 30013 (Taiwan) http://mx.nthu.edu.tw/%7EchchengSearch for more papers by this authorJaganathan Karthikeyan,
Radhakrishnan Haridharan,
Prof. Dr. Chien-Hong Cheng,
Jaganathan Karthikeyan
Department of Chemistry, National Tsing Hua University, Hsinchu 30013 (Taiwan) http://mx.nthu.edu.tw/%7Echcheng
Search for more papers by this authorRadhakrishnan Haridharan
Department of Chemistry, National Tsing Hua University, Hsinchu 30013 (Taiwan) http://mx.nthu.edu.tw/%7Echcheng
Search for more papers by this authorCorresponding Author
Prof. Dr. Chien-Hong Cheng
Department of Chemistry, National Tsing Hua University, Hsinchu 30013 (Taiwan) http://mx.nthu.edu.tw/%7Echcheng
Department of Chemistry, National Tsing Hua University, Hsinchu 30013 (Taiwan) http://mx.nthu.edu.tw/%7EchchengSearch for more papers by this author†
We thank the National Science Council of the Republic of China (NSC 98-2119-M-007-002-MY3) for support of this research.
Graphical Abstract
General solution: An efficient rhodium-catalyzed dual CH bond activation and cyclization of N-methoxybenzamides 1 with aryl boronic acids 2 (see scheme; Cp*=Me5C5) provides a straightforward and general approach to the phenanthridinone structure, which occurs widely in natural products and drugs. Highly regioselective CC and CN bond formation under mild conditions afforded a wide range of substituted phenanthridinones 3.
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