Issue 5, 2016

Hydroamination of alkenyl N-arylhydrazones mediated by t-BuOK for the synthesis of nitrogen heterocycles

Abstract

The t-BuOK-mediated reactions of γ,δ-alkenyl N-arylhydrazones enabled intramolecular hydroamination with the outer nitrogen, affording tetrahydropyridazine derivatives. DFT calculations demonstrated a clear distinction in the chemical reactivity between hydrazones and analogous oximes in inorganic base-mediated hydroamination.

Graphical abstract: Hydroamination of alkenyl N-arylhydrazones mediated by t-BuOK for the synthesis of nitrogen heterocycles

Supplementary files

Article information

Article type
Research Article
Submitted
03 feb. 2016
Accepted
08 mar. 2016
First published
09 mar. 2016

Org. Chem. Front., 2016,3, 609-613

Hydroamination of alkenyl N-arylhydrazones mediated by t-BuOK for the synthesis of nitrogen heterocycles

X. Peng, A. Kaga, H. Hirao and S. Chiba, Org. Chem. Front., 2016, 3, 609 DOI: 10.1039/C6QO00053C

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