Abstract
The modified Swern oxidation of 5-aryloxytetrazole (Ar- = 4-NO2-C6H4-, C6H5-, 2,6-dimethoxy-C6H3-) rings is described using combination of dimethyl sulfoxide with dicyclohexylcarbodiimide (DCC), oxalyl chloride or trifluoroacetic anhydride. The product observed at 1- and/or 2-position of tetrazole rings and yield depends on the substrate, electronic effect of aryloxy group and reaction conditions. It was possible to introduce a thiomethoxymethyl group at 1 and 2-position of tetrazole via rearrangement of Swern intermediate.
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