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

Literature Information

Publication Date 2019-01-30
DOI 10.1039/C9OB00059C
Impact Factor 3.876
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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.

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Organic & Biomolecular Chemistry

Organic & Biomolecular Chemistry
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