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Updated: Jun 9, 2025

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Pentafluorosulfanylation of Acrylamides: The Synthesis of SF5-Containing Isoquinolinediones with SF5Cl
Xinqiang Tan1, Yuezhen Li1, Ziyou Hao1
1School of Basic Medical Sciences, Xinxiang Medical University, Xinxiang, Henan 453003, P. R. China.
Abstract:
We disclose herein an efficient and facile method for the synthesis of SF5-containing isoquinolinediones with an all-carbon quaternary stereocenter via intramolecular pentafluorosulfanylation of acrylamides using SF5Cl as a pentafluorosulfanylation reagent. The protocol proceeds under mild reaction conditions and enjoys a broad substrate scope, wide functional group compatibility, and high atom- and step-economy. A radical mechanism involving the SF5 radical cascade addition/cyclization of acrylamides is proposed.
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