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An Efficient Synthesis of Benzazocines by Gold(I)‐Catalyzed Tandem 1,2‐Acyloxy Shift/[3+2] Cycloaddition of Terminal 1,9‐Enynyl Esters
Authors:Shangbiao Feng  Zhengshen Wang  Weiwei Zhang  Prof. Dr. Xingang Xie  Prof. Dr. Xuegong She
Affiliation:1. State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, Lanzhou, P. R. China;2. (+86)?931‐8912582;3. Collaborative Innovation Center of Chemical Science and Engineering, Tianjin, P. R. China
Abstract:An effective synthesis of structurally diverse benzazocines was accomplished in good to excellent chemical yields (55–82 %) through a gold(I)‐catalyzed cascade reaction involving tandem 1,2‐acyloxy shift/[3+2] cycloaddition of terminal 1,9‐enynyl esters. The reaction proceeds under extremely mild conditions and represents one of the relatively few transition‐metal‐catalyzed intramolecular cycloaddition reactions for the synthesis of benzazocines.
Keywords:cycloaddition  fused-ring systems  gold  homogeneous catalysis  nitrogen heterocycles
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