Deamination via nitrogen derivatives of sulfonic acids: N-alkyl-N-nitroso-4-toluenesulfonamides, N-alkyl-N-nitro-4-toluenesulfonamides, and N-alkyl-N'-(4- …

EH White, CP Lewis, MA Ribi…

Index: White, Emil H.; Lewis, Charles P.; Ribi, Max A.; Ryan, Thomas J. Journal of Organic Chemistry, 1981 , vol. 46, # 3 p. 552 - 558

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Citation Number: 10

Abstract

The thermal decomposition of several N-alkyl-N-nitroso-4-toluenesulfonamides, N-alkyl-N- nitro-4-toluene-sulfonamides, and N-alkyl-N'-(4-toluenesulfonyloxy) diiide N-oxides was undertaken to determine whether the basicity of the negatively charged counterion in deamination reactions was a reaction variable. The nitrososulfonamides decompose following finborder kinetics to give the corresponding esters with retention of configuration. ...