Issue 58, 2015
From the journal:

Chemical Communications

Copper(ii)-catalyzed oxidative N-nitrosation of secondary and tertiary amines with nitromethane under an oxygen atmosphere†

Norio Sakai,*a   Minoru Sasakia  and  Yohei Ogiwaraa  

* Corresponding authors

a Department of Pure and Applied Chemistry, Faculty of Science and Technology, Tokyo University of Science (RIKADAI), Noda, Chiba 278-8510, Japan
E-mail: sakachem@rs.noda.tus.ac.jp
Web: http://www.rs.tus.ac.jp/sakaigroup/

Abstract

The combination of a catalytic amount of Cu(OTf)2 and less than a stoichiometric amount of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) under an O2 atmosphere effectively promoted the N-nitrosation of both secondary aromatic/aliphatic amines and tertiary aromatic amines with nitromethane (CH3NO2) leading to the preparation of N-nitrosamine derivatives.

Graphical abstract: Copper(ii)-catalyzed oxidative N-nitrosation of secondary and tertiary amines with nitromethane under an oxygen atmosphere

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Article information

DOI
https://doi.org/10.1039/C5CC03675E
Article type
Communication
Submitted
03 May 2015
Accepted
12 Jun 2015
First published
12 Jun 2015

Chem. Commun., 2015,51, 11638-11641

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Copper(II)-catalyzed oxidative N-nitrosation of secondary and tertiary amines with nitromethane under an oxygen atmosphere

N. Sakai, M. Sasaki and Y. Ogiwara, Chem. Commun., 2015, 51, 11638 DOI: 10.1039/C5CC03675E

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