Aminomalononilrile reacted with conjugated carbonyl compounds to give 3H‐pyrrolines. Treatment of 2‐cbloro‐2‐phenyllhioacetonitrile with alkenes in the presence of potassium t‐butoxide afforded 1‐pnenylthiocyclopropanecarbonitriles, which reacted with nucleophiles in 1,2‐, 1,4‐ or 1,6‐addition modes. The 1,2‐adducts (cyclopropylimines) rearranged in situ to give substituted pyrroles.
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Jeng et al. (1994) studied this question.
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