Synthesis 2019; 51(13): 2687-2696
DOI: 10.1055/s-0037-1610701
special topic
© Georg Thieme Verlag Stuttgart · New York

N-Aminations of Benzylamines and Alicyclic Amines with Nitrosoarenes to Hydrazones and Hydrazides

Anisha Purkait
,
Department of Chemistry, Indian Institute of Technology Guwahati, Guwahati 781039, India   eMail: ckjana@iitg.ac.in
› Institutsangaben
We acknowledge financial support from Science and Engineering Research Board (SERB).
Weitere Informationen

Publikationsverlauf

Received: 13. Februar 2019

Accepted after revision: 12. März 2019

Publikationsdatum:
17. April 2019 (online)


Published as part of the Special Topic Amination Reactions in Organic Synthesis

Abstract

Unlike other alkylamines, benzylamines upon reaction with a nitrosoarene undergo oxidation to the corresponding imines. A direct amination of benzylamines, which was difficult to achieve due to its facile oxidation, to the corresponding hydrazones is reported. A wide variety of benzylamines and N-heterocycles were reacted with nitrosoarenes to provide structurally diverse hydrazones and hydrazides, respectively. Moreover, the direct N-amination reaction was applied to the one-pot synthesis of triazoles.

Supporting Information