ChemInform Abstract: Electrolytic Partial Fluorination of Organic Compounds. Part 89. Regioselective Anodic Fluorination of Tetrazolyl Sulfides.

Abstract

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Fluorinated Triazoles and Tetrazoles

“…Jończyk et al showed that 5-benzyl-1H-tetrazole reacted with chlorodifl uoromethane in the presence of concentrated aqueous sodium hydroxide and a catalyst, benzyltriethylammonium chloride (TEBAC), in THF with the formation of regioisomeric N-difl uoromethyl substituted derivatives 104, 105 [ 98 ]. An interesting approach to the synthesis of tetrazoles with fl uorine atoms in the side chain was suggested by Fuchigami et al who performed an anodic monofl uorination of 1-substituted 5-tetrazolyl sulfi des containing an α-electronwithdrawing group (EWG) leading to the formation of the corresponding C-F derivatives 105 [ 99 ]. …”