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A one-pot reaction sequence consisting of a Grignard reaction, allylation, and reduction provides new functionalized diarylamines in good yields (see scheme, Ts=toluene-4-sulfonyl, NMP=N-methylpyrrolidine, TFA=trifluoroacetic acid). In the first step azoaryl tosylates, which are readily obtained from aromatic amines, are treated with a myriad of functionalized organomagnesium compounds.
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Sapountzis et al. (2004) studied this question.
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