Synthesis of Pyrrolidines and Pyrroles by Tandem Amination/Cyanation/Alkylation and Amination/Oxidation Sequences. Issue 26 (1st August 2014) - Han, Junbin
Abstract: Copper‐catalyzed three‐component tandem amination/cyanation/alkylation of the primary‐amine‐tethered alkynes1 gave α‐CN‐substituted pyrrolidines6 in good yields and regioselectivities. In addition, silver‐mediated tandem amination/oxidation of the secondary‐amine‐tethered alkynes7 produced functionalized pyrroles8 in good yields. All reactions were conducted in one pot without any protection/deprotection steps. Abstract : Copper‐catalyzed three‐component tandem amination/cyanation/alkylation of the primary‐amine‐tethered alkynes1 gives α‐CN‐substituted pyrrolidines6 in good yields and regioselectivities. In addition, silver‐mediated tandem amination/oxidation of the secondary‐amine‐tethered alkynes7 produces functionalized pyrroles8 in good yields.