Abstract
At low temperature in triflic acid, 1-arylamino-1-methylthio-2-nitroethylenes give firstly C, O-protonated species then a conjugated dication with aryliminium and hydroxynitrilium sites. The last one was trapped in situ with aromatic or quenched with MeOH or MeSH to form aryliminohydroxyimino derivatives. Intramolecular reaction occurs when temperature rises. Effect of aromatic ring substituant, acidity (HF-SbF 5 5:1) and Z/E imine configuration are also discussed.
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