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Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Visible Light-Mediated Radical Hydro-Fluorosulfonylation of Propargylamines
Hangbing Liu1, Yingyin Zhang1, Yi Duan1
1Jiangsu Co-Innovation Center of Efficient Processing and Utilization of Forest Resources, International Innovation Center for Forest Chemicals and Materials, Nanjing Forestry University, Nanjing, 210037, China.
Abstract:
Presented herein is a straightforward synthesis of γ-amino alkenylsulfonyl fluorides from readily available propargylamines. The reaction proceeds through a radical hydro-fluorosulfonylation of propargylamines under visible light irradiation. Preliminary mechanistic studies demonstrate that the fluorosulfonyl radicals are generated by the single electron transfer event of the electron donor - acceptor (EDA) complex involving FSO2Cl, a silver salt, and the propargylamine substrate.
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