Synthesis of azacycles based on iridium-catalyzed sequential allylic amination

…, K Yoshida, Y Kobayashi, A Matsumura, Y Takemoto

Index: Miyabe, Hideto; Yoshida, Kazumasa; Kobayashi, Yusuke; Matsumura, Akira; Takemoto, Yoshiji Synlett, 2003 , # 7 p. 1031 - 1033

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Citation Number: 17

Abstract

Prior to exploring the synthesis of azacycles, we first investigated the sequential intermolecular amination of carbonate 1 (Scheme [2] ). In the presence of [IrCl(cod)] 2 (8 mol%), the reaction of 1 (2.2 equiv) with benzylamine 2A (1 equiv) was run in MeCN at 20 °C for 12 hours. As expected from Takeuchi's studies, [6] the sequential intermolecular amination proceeded with an excellent regioselectivity to give the branched product 3 in 88% yield without the formation of linear ...