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Issue 9, 2017
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Stereoselective, solvent free, highly efficient synthesis of aldo- and keto-N-acylhydrazones applying grindstone chemistry

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Abstract

A mild and efficient synthesis of N-acylhydrazones has been developed, applying a simple grindstone procedure, leading to a library of 51 examples exhibiting a broad variety of structural features, 21 of them described for the first time in this paper. This methodology works without any organic solvent under the catalysis of acetic acid at room temperature, promotes the formation of essentially pure crude products, and avoids tedious work-up and the use of harmful solvents, as well as energy consumption. In addition, it leads to the stereoselective formation of N-acylhydrazones, as supported by NMR analysis.

Graphical abstract: Stereoselective, solvent free, highly efficient synthesis of aldo- and keto-N-acylhydrazones applying grindstone chemistry

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Publication details

The article was received on 09 Mar 2017, accepted on 30 Mar 2017 and first published on 30 Mar 2017


Article type: Paper
DOI: 10.1039/C7GC00730B
Citation: Green Chem., 2017,19, 2212-2224
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    Stereoselective, solvent free, highly efficient synthesis of aldo- and keto-N-acylhydrazones applying grindstone chemistry

    J. M. dos Santos Filho and S. M. Pinheiro, Green Chem., 2017, 19, 2212
    DOI: 10.1039/C7GC00730B

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