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Issue 8, 2019
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N-Fluorobenzenesulfonimide as a highly effective Ag(I)-catalyst attenuator for tryptamine-derived ynesulfonamide cycloisomerization

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Abstract

N-Fluorobenzenesulfonimide (NFSI) was identified for the first time as a highly effective Ag(I)-catalyst attenuator in the annulation of a tryptamine-derived ynesulfonamide to azepino[4,5-b]indole derivatives. Substrate tolerances were examined thoroughly and a plausible mechanism was proposed. The interaction between the Ag(I) catalyst and NFSI was probed by density functional theory (DFT) calculations. This study provided a highly efficient method to synthesize azepino[4,5-b]indole derivatives.

Graphical abstract: N-Fluorobenzenesulfonimide as a highly effective Ag(i)-catalyst attenuator for tryptamine-derived ynesulfonamide cycloisomerization

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Publication details

The article was received on 09 Jan 2019, accepted on 30 Jan 2019 and first published on 30 Jan 2019


Article type: Paper
DOI: 10.1039/C9OB00059C
Citation: Org. Biomol. Chem., 2019,17, 2247-2257

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    N-Fluorobenzenesulfonimide as a highly effective Ag(I)-catalyst attenuator for tryptamine-derived ynesulfonamide cycloisomerization

    Y. Pang, G. Liang, F. Xie, H. Hu, C. Du, X. Zhang, M. Cheng, B. Lin and Y. Liu, Org. Biomol. Chem., 2019, 17, 2247
    DOI: 10.1039/C9OB00059C

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