Novel Synthesis of Bihetaryl Compounds

Nagatoshi Nishiwaki; Keiko Yamashita; Mayumi Azuma; Tomoko Adachi; Mina Tamura; Masahiro Ariga

doi:10.1055/s-2004-829195

PAPER

Novel Synthesis of Bihetaryl Compounds

Nagatoshi Nishiwaki*, Keiko Yamashita, Mayumi Azuma, Tomoko Adachi, Mina Tamura, Masahiro Ariga*
Department of Chemistry, Osaka Kyoiku University, Asahigaoka 4-698-1, Kashiwara, Osaka 582-8582, Japan
Fax: +81(729)783398; e-Mail: ariga@cc.osaka-kyoiku.ac.jp;

Abstract

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Abstract

The ring transformation of nitropyrimidinone 1 with acetophenone derivatives 2 affords two kinds of azaheterocyclic compounds, 4-phenylpyrimidines 3 and 3-nitro-6-phenyl-2-pyridones 4. On the basis of the relationship between electronic properties of the substituent and ratios of products, a plausible reaction mechanism is provided. Furthermore, the present reaction could be applied to heterocyclic ketones giving bihetaryl compounds.

Key words

ring transformation - nitropyridone - pyrimidine - bihetaryl compounds

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