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Issue 40, 2019
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Iodine-promoted one-pot synthesis of 1,3,4-oxadiazole scaffolds via sp3 C–H functionalization of azaarenes

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Abstract

An efficient iodine-mediated one-pot synthetic protocol for the synthesis of 2,5-disubstituted 1,3,4-oxadiazole scaffolds has been developed via sp3 C–H functionalization. Gratifyingly, this method involves oxidative amination with concomitant base-mediated cyclization of methylhetarenes and acylhydrazines by employing iodine and Cs2CO3. The key features of the present method include good functional group tolerance, a clean protocol, metal-free conditions and high yields, making this protocol an attractive strategy towards the synthesis of bioactive molecules and their key building blocks.

Graphical abstract: Iodine-promoted one-pot synthesis of 1,3,4-oxadiazole scaffolds via sp3 C–H functionalization of azaarenes

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Publication details

The article was received on 10 Jul 2019, accepted on 06 Sep 2019 and first published on 23 Sep 2019


Article type: Paper
DOI: 10.1039/C9NJ03573G
New J. Chem., 2019,43, 15999-16006

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    Iodine-promoted one-pot synthesis of 1,3,4-oxadiazole scaffolds via sp3 C–H functionalization of azaarenes

    G. S. Mani, K. Donthiboina, N. Shankaraiah and A. Kamal, New J. Chem., 2019, 43, 15999
    DOI: 10.1039/C9NJ03573G

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