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Updated: May 28, 2025

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Multicomponent Tf2O-Triggered Dearomative Triazinylmethylation of Isoquinolines Using Acetonitrile
Huazheng Wang1, Yixin Chen1, Shiqi Liu1
1Department of Organic Chemistry, College of Chemistry, Beijing University of Chemical Technology, Beijing 100029, P. R. China.
Abstract:
A Tf2O-triggered dearomative triazinylmethylation of isoquinolines and other azaarenes utilizing acetonitrile as the nucleophile has been developed through a formal five-component reaction. This method showcases a broad substrate scope and exceptional functional group compatibility, presenting a mild and expedient synthetic approach. Kinetic studies, including kinetic isotope effect (KIE) and Hammett analysis, indicate that the activation of isoquinolines by Tf2O constitutes the rate-limiting step.
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