Issue 17, 2000
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

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

Yumiko Fumoto,a   Hidemitsu Uno,b   Satoshi Ito,a   Yuka Tsugumi,a   Maki Sasaki,a   Yukiko Kitawakia  and  Noboru Ono*a  

* Corresponding authors

a Department of Chemistry, Faculty of Science, Ehime University, Matsuyama, Japan
E-mail: ononbr@dpc.ehime-u.ac.jp
Fax: +81(89)9279590

b Advanced Instrumentation Center for Chemical Analysis, Ehime University, Matsuyama, Japan

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 CDCl3 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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Article information

DOI
https://doi.org/10.1039/B003360J
Article type
Paper
Submitted
26 Apr 2000
Accepted
10 Jul 2000
First published
04 Aug 2000

J. Chem. Soc., Perkin Trans. 1, 2000, 2977-2981

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

Y. Fumoto, H. Uno, S. Ito, Y. Tsugumi, M. Sasaki, Y. Kitawaki and N. Ono, J. Chem. Soc., Perkin Trans. 1, 2000, 2977 DOI: 10.1039/B003360J

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