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Issue 6, 2018
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Synthesis of benzyl hydrazine derivatives via amination of benzylic C(sp3)–H bonds with dialkyl azodicarboxylates

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Abstract

A novel synthesis of benzyl hydrazines through oxidative amination of benzylic C–H bonds has been developed. The resulting aminated products are accessed directly from the reaction of alkylarenes with dialkyl/diphenyl azodicarboxylates using Cu2O/Phen as the catalytic system. The reaction proceeded smoothly and a decent range of N-substituted hydrazides was synthesized in acceptable to good yields. Both primary and secondary sp3 C–H sources afford only monoamination products.

Graphical abstract: Synthesis of benzyl hydrazine derivatives via amination of benzylic C(sp3)–H bonds with dialkyl azodicarboxylates

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Publication details

The article was received on 10 Dec 2017, accepted on 11 Feb 2018 and first published on 12 Feb 2018


Article type: Paper
DOI: 10.1039/C7NJ04880G
Citation: New J. Chem., 2018,42, 4766-4772
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    Synthesis of benzyl hydrazine derivatives via amination of benzylic C(sp3)–H bonds with dialkyl azodicarboxylates

    A. Samzadeh-Kermani, New J. Chem., 2018, 42, 4766
    DOI: 10.1039/C7NJ04880G

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