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Issue 2, 2014
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The acid-catalysed synthesis of 7-azaindoles from 3-alkynyl-2-aminopyridines and their antimicrobial activity

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Abstract

The synthesis of 7-azaindoles from 3-alkynyl-2-aminopyridines using acidic conditions, namely, a mixture of trifluoroacetic acid (TFA) and trifluoroacetic anhydride (TFAA), is described. This methodology resulted in the synthesis of fifteen 7-azaindoles, with most containing substituents at the 2- and 5-positions. The majority of these were tested for antimicrobial activity against a range of bacteria and yeasts. The 7-azaindoles displayed the best activity against the yeasts, particularly against Cryptococcus neoformans, where activities as low as 3.9 μg ml−1 were observed.

Graphical abstract: The acid-catalysed synthesis of 7-azaindoles from 3-alkynyl-2-aminopyridines and their antimicrobial activity

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Publication details

The article was received on 03 Sep 2013, accepted on 07 Nov 2013 and first published on 07 Nov 2013


Article type: Paper
DOI: 10.1039/C3OB41798K
Citation: Org. Biomol. Chem., 2014,12, 307-315
  • Open access: Creative Commons BY-NC license
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    The acid-catalysed synthesis of 7-azaindoles from 3-alkynyl-2-aminopyridines and their antimicrobial activity

    T. C. Leboho, S. F. van Vuuren, J. P. Michael and C. B. de Koning, Org. Biomol. Chem., 2014, 12, 307
    DOI: 10.1039/C3OB41798K

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