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Updated: Jun 14, 2025

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Accommodating Styrenes and Unactivated Olefins: Hydrotrifluoromethylation Using O,O'-Dimethyldithiophosphoric Acid as
Chi Gao1, Fan-Yu Kong2, Cong Xu1
1Jilin Province Key Laboratory of Organic Functional Molecular Design & Synthesis, College of Chemistry, Northeast Normal University, Changchun 130024, China.
Abstract:
Styrenes are challenging substrates for current trifluoromethyl radical-involved hydrotrifluoromethylation reactions due to competitive side reactions. Moreover, metal-free hydrotrifluoromethylation of olefins that can simultaneously be compatible with styrenes and unactivated aliphatic alkenes is scarce at present. Herein, we describe an air insensitive, mild, and broadly applicable metal-free hydrotrifluoromethylation protocol by using an appropriate redox system comprising chloro(phenyl)trifluoromethyl-λ3-iodane and presynthesized O,O'-dimethyldithiophosphoric acid (from P2S5 and methanol) for addressing these challenging issues.
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