Tetrahedron

A novel method for the synthesis of 3, 4-disubstitutedpyrrole-2, 5-dicarboxylates from hydrazones derived from α-diazo esters

E Yasui, M Wada, S Nagumo, N Takamura

Index: Yasui, Eiko; Wada, Masao; Nagumo, Shinji; Takamura, Norio Tetrahedron, 2013 , vol. 69, # 21 p. 4325 - 4330

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Citation Number: 7

Abstract

During our research on the reactivity of α-diazo esters 1, which are easily prepared from various α-amino acid esters, 6, 6a and 6b we reported a modified synthesis method for polysubstituted indoles by combining the classical Fischer reaction with our new reaction: the facile formation of arylhydrazones by the coupling of 1 and various arylmetal reagents. 7, 7a and 7b Fischer indole synthesis was well known to involve a 3,3-sigmatropic rearrangement of hydrazine ...