Synthesis 2016; 48(17): 2881-2888
DOI: 10.1055/s-0035-1561459
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis of Novel 3-Acetyl-2-aminothiophenes and Investigation of their Behaviour in the Reaction with Vilsmeier–Haack Reagent

Authors

  • Ahmed B. Abdelwahab

    a   Lorraine University, SRSMC, 1 Boulevard Arago, 57070 Metz, France   Email: gilbert.kirsch@univ-lorraine.fr
    b   Chemistry of Natural Compounds Department, National Research Centre, El-Behoos St. 33, Dokki-Cairo12622, Egypt
  • Atef G. Hanna

    b   Chemistry of Natural Compounds Department, National Research Centre, El-Behoos St. 33, Dokki-Cairo12622, Egypt
  • Gilbert Kirsch*

    a   Lorraine University, SRSMC, 1 Boulevard Arago, 57070 Metz, France   Email: gilbert.kirsch@univ-lorraine.fr
Further Information

Publication History

Received: 11 March 2016

Accepted after revision: 26 April 2016

Publication Date:
10 June 2016 (online)


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Abstract

Through an investigation into the behaviour of 3-acetyl-2-aminothiophene in the reaction with Vilsmeier–Haack reagent, an efficient method for the synthesis of 4-chlorothieno[2,3-b]pyridine derivatives has been established. Gewald’s classical synthesis starting from cyanoacetone, ketones and elemental sulphur has been applied to produce the starting materials.

Supporting Information