One-pot synthesis of hydrazine derivatives from aldehydes via radical addition reactions

[Display omitted] •A one-pot procedure for the synthesis of hydrazine derivatives.•Alkyl radical addition to the C dbndN bond of hydrazones.•A tin-free radical, sustainable, and eco-friendly synthetic method. A one-pot procedure for the synthesis of hydrazine derivatives from aldehydes via radical a...

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Bibliographic Details
Published in:Tetrahedron letters 2018-07, Vol.59 (28), p.2763-2766
Main Authors: Kim, Ji Hye, Jang, Doo Ok
Format: Article
Language:English
Subjects:
Aldehyde
Hydrazine
One-pot
Radical
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Summary:[Display omitted] •A one-pot procedure for the synthesis of hydrazine derivatives.•Alkyl radical addition to the C dbndN bond of hydrazones.•A tin-free radical, sustainable, and eco-friendly synthetic method. A one-pot procedure for the synthesis of hydrazine derivatives from aldehydes via radical addition reactions was developed. Lewis acids promoted both the condensation between aldehydes and benzhydrazide, and the alkyl radical addition to the Cdbnd N bond of hydrazones, affording moderate-to-high yields of hydrazine derivatives. The present process provides a tin-free radical, sustainable, and eco-friendly synthetic method.
ISSN:0040-4039
1873-3581
DOI:10.1016/j.tetlet.2018.06.007