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Tosylmethylamines ( 1 ) are advantageous synthon equivalents for “nonstabilized” α-aminocarbanions of aromatic amines. Clean reactions and high yields are observed provided one-step procedures are utilized: the intermediate “nonstabilized” α-aminocarbanions are of low stability. Reactions formally involving dianions from bis(tosylmethyl)-substituted amines have also been achieved.
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Katritzky et al. (1997) studied this question.
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