om4009229_si_001.cif (21.79 kB)
Download fileBase-Promoted Expedient Access to Spiroisatins: Synthesis and Antitubercular Evaluation of 1H‑1,2,3-Triazole-Tethered Spiroisatin–Ferrocene and Isatin–Ferrocene Conjugates
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posted on 2013-12-23, 00:00 authored by Kewal Kumar, Christophe Biot, Séverine Carrère-Kremer, Laurent Kremer, Yann Guérardel, Pascal Roussel, Vipan KumarThe
use of sodium hydride provides a convenient access to the synthesis
of C-5-functionalized spiroisatins with the absence of the typical
drawbacks associated with conventional protocols. The synthesized
precursors, viz. N-alkylazido spiroisatins and their
unprotected counterparts, were explored in Cu-mediated azide–alkyne
cycloaddition reactions to probe the antitubercular structure–activity
relationships (SAR) within the isatin–ferrocene–triazole
conjugate family. The antitubercular evaluation studies of the synthesized
conjugates revealed an improvement in the minimal inhibitory concentration
(MIC) with the introduction of ferrocene nucleus, as evidenced by
spiroisatin–ferrocene and isatin–ferrocene hybrids.