Synthesis of 1‐(arylthio)alkenyl isocyanides

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Abstract
A series of (Z)‐ and/or (E)‐1‐(arylthio)alkenyl isocyanides (1, 2) was synthesized in good yields from (arylthio)methyl isocyanides (4) and either aldehydes or ketones via a Peterson olefination using silylated 4 as intermediates. Some of the compounds 1 and 2 were also prepared via a Wittig‐Horner approach using diethyl [isocyano(arylthio)methyl]phosphonates (6; not reported previously). Geometrical configurations of the compounds 1 and 2 were determined by 1H NMR in combination with X‐ray analysis.Compounds 1 and 2 constitute a new type of ketene N,S‐acetals.