Convenient access to stable beta-fluorovinyl-substituted 1,2-benziodoxolones
ARKIVOC(2020)
Abstract
A convenient synthesis of 1-(2-fluorovinyl)-1,2-benziodoxol-3(1H)-ones was described. Fluorination reaction of alkynes with the reagent from o-iodobenzoic acid, mCPBA and HF center dot py was conducted in DCM and followed by addition of BF3 center dot OEt2 at -65 degrees C. Treatment of the reaction mixture with NaHCO3 gave 1-(2-fluorovinyl)benziodoxolones as stable solids. The similar fluorination reaction of alkynes using 1-hydroxy-1,2-benziodoxol-3(1H)-one and HF center dot py also gave the same products. [GRAPHICS] .
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Key words
Fluorination,hypervalent iodine,hydrogen fluoride,alkyne,1-(beta-fluorovinyl)-1,2-benziodoxol-3(1H)-one
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