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Issue 24, 1999
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Studies in sulfur heterocycles. Part 16. Use of 7-hydroxy-1-benzothiophene in the synthesis of substituted benzothiophene derivatives and tricyclic compounds incorporating a fused thiophene ring

Abstract

Heteroatom directed ortho-metallation on N,N-diethyl-7-carbamoyloxy-1-benzothiophene, readily available from 7-hydroxy-1-benzothiophene enabled regioselective substitution in the 6-position. Both 7- and 4-hydroxy-1-benzothiophene were used in the annelation of 5- or 6-membered oxygen heterocycles onto the 1-benzothiophene molecule through sequential Claisen rearrangement–ring closure reactions. The nature of the annelated ring depends upon the reaction conditions.

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Article type: Paper
DOI: 10.1039/A904605D
Citation: J. Chem. Soc., Perkin Trans. 1, 1999,0, 3705-3708

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    Studies in sulfur heterocycles. Part 16. Use of 7-hydroxy-1-benzothiophene in the synthesis of substituted benzothiophene derivatives and tricyclic compounds incorporating a fused thiophene ring

    S. Chandra Ghosh and A. De, J. Chem. Soc., Perkin Trans. 1, 1999, 0, 3705
    DOI: 10.1039/A904605D

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