Starting from easily available 2‐acetoxy aldehyde dimethylhydrazones rac‐2, we prepared various alkyl‐ and aryl‐substituted 1H‐pyrroles 6 in good overall yield. The titariummediated a2‐umpolung reaction of rac‐2 with different acyclic and cyclic silyl enol ethers 3 leads directly or via 4‐oxo hydrazones rac,anti‐4 to 1‐(dimethylamino)‐1H‐pyrroles 5. A novel method for the reductive removal of the dimethylamino group affording 1H‐pyrroles 6 is presented.
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Enders et al. (1996) studied this question.
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