An Efficient Synthesis of Benzazocines by Gold(I)-Catalyzed Tandem 1,2-Acyloxy Shift/[3+2] Cycloaddition of Terminal 1,9-Enynyl Esters.
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.
State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, 222 South Tianshui Road, Lanzhou, 730000, P. R. China.
Shangbiao
S
Feng
State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, 222 South Tianshui Road, Lanzhou, 730000, P. R. China.
Zhengshen
Z
Wang
State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, 222 South Tianshui Road, Lanzhou, 730000, P. R. China.
Weiwei
W
Zhang
State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, 222 South Tianshui Road, Lanzhou, 730000, P. R. China. xiexg@lzu.edu.cn.
Xingang
X
Xie
State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, 222 South Tianshui Road, Lanzhou, 730000, P. R. China.|Collaborative Innovation Center of Chemical Science and Engineering, Tianjin, 300071, P. R. China.
Xuegong
X
She
cycloaddition; fused-ring systems; gold; homogeneous catalysis; nitrogen heterocycles