Preparation of 5-unsubstituted 4-formylpyrrole-2-carboxylates and conversion to cycloalkano-oligopyrroles

Y Fumoto, H Uno, S Ito, Y Tsugumi, M Sasaki…

Index: Fumoto, Yumiko; Uno, Hidemitsu; Ito, Satoshi; Tsugumi, Yuka; Sasaki, Maki; Kitawaki, Yukiko; Ono, Noboru Journal of the Chemical Society, Perkin Transactions 1, 2000 , # 17 p. 2977 - 2981

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Abstract

Ethyl 4-formylpyrrole-2-carboxylates were prepared from nitroacetaldehyde dimethyl acetal in 9–50% yields using the Barton–Zard reaction. These formylpyrroles were successfully transformed to cycloalkano-oligopyrroles. The conformation of cyclononatripyrroles in CDCl 3 was found to be a crown form based on the NMR analysis, while cyclododecatetrapyrroles were in two interconverting boat and chair conformations.

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