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Updated: Aug 23, 2026

Protocol for the Synthesis of Ortho-trifluoromethoxylated Aniline Derivatives
Published on: January 19, 2016
Syntheses of alpha-fluoro-alpha,beta-unsaturated thioamides and thiazolines from a fluorophosphonodithioacetate
Emmanuel Pfund1, Serge Masson, Michel Vazeux
1Laboratoire de Chimie Moléculaire et Thioorganique UMR CNRS 6507, ENSICAEN-Université de Caen 6 Bd du Maréchal Juin, F14050 Caen Cedex, France.
Abstract:
A high-yielding synthesis of methyl fluoro(diethoxyphosphono)dithioacetate starting from its difluorinated analogue is reported. Fluorophosphonothioacetamides and -methylthiazolines, prepared from this new dithioester, have been successfully transformed into highly functionalized fluoroalkenes. Good stereoselectivity in favor of the E isomer was observed from the fluorophosphonomethylthiazolines. The potential of these new fluorinated olefinating reagents for the synthesis of modified peptides and glycosides is also disclosed.
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