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Issue 8, 2018
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Electrochemical synthesis of 1,2,4-triazole-fused heterocycles

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Abstract

A reagent-free intramolecular dehydrogenative C–N cross-coupling reaction has been developed under mild electrolytic conditions. In this atom- and step-economical one-pot process, valuable 1,2,4-triazolo[4,3-a]pyridines and related heterocyclic compounds could be synthesized efficiently from commercially available aliphatic or (hetero)aromatic aldehydes and 2-hydrazinopyridines. Various functional groups are compatible with this metal- and oxidant-free protocol which can be carried out on a gram scale easily. This novel method was applied to the synthesis of one of the top-selling drugs Xanax and late stage functionalization for generating chemical diversity in biologically relevant lead molecules.

Graphical abstract: Electrochemical synthesis of 1,2,4-triazole-fused heterocycles

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Publication details

The article was received on 13 Dec 2017, accepted on 23 Feb 2018 and first published on 27 Feb 2018


Article type: Communication
DOI: 10.1039/C7GC03739B
Citation: Green Chem., 2018,20, 1732-1737
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    Electrochemical synthesis of 1,2,4-triazole-fused heterocycles

    Z. Ye, M. Ding, Y. Wu, Y. Li, W. Hua and F. Zhang, Green Chem., 2018, 20, 1732
    DOI: 10.1039/C7GC03739B

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