Catalytic regioselective construction of phenylthio- And phenoxyldifluoroalkyl tetrazoles from difluorodiazoketones
Here we report the design and synthesis of two new difluoro-diazoketone reagents (difluorophenylthiol diazoketone and difluorophenoxyl diazoketone) and their [3+2] cycloaddition reactions with aryldiazonium salts under silver catalysis conditions. This protocol enables regioselective access to a broad scope of difluorophenylthiol- and difluorophenoxyl-substituted tetrazole-carbinols in a one-pot operation. Further synthetic derivatizations including dephenylthiolation and unexpected phenylthiol group migration/fluorination allow the efficient preparation of α-difluoromethyl tetrazole-carbinols and α-trifluoromethyl tetrazole-thioethers.
Synthesis and optical activity of aryl(N-trifluoromethylsulfonylimino) thiodifluoroacetic acids and their derivatives
Synthesis and 19F NMR studies of a new type of optically active sulfur(IV) compounds-aryl(N-trifluoromethylsulfonylimino) thiodifluoroacetic acids and their derivatives are described.
Matsnev, Andrei V.,Kondratenko, Natalya V.,Yagupolskii, Lev M.
p. 287 - 290
(2007/10/03)
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