Direct Synthesis of 2-(Aminomethyl)indoles through Copper(I)-Catalyzed Domino Three-Component Coupling and Cyclization Reactions


  • This work was supported in part by a Grant-in-Aid for the Encouragement of Young Scientists from the Ministry of Education, Culture, Sports, Science, and Technology of Japan, the 21st Century COE Program “Knowledge Information Infrastructure for Genome Science”, the National Institute of Biomedical Innovation (Japan), and Meiji Seika, which are gratefully acknowledged.


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Tying up loose ends: A copper(I)-catalyzed three-component reaction has been developed that leads to the formation of 2-(aminomethyl)indole derivatives. Water is the sole theoretical by-product in this reaction in which two C[BOND]N bonds and one C[BOND]C bond are formed. This route to the indole nucleus in combination with a palladium-catalyzed functionalization of a C[BOND]H bond is also useful for the synthesis of polycyclic indoles (see scheme).