Jump to main content
Jump to site search

Issue 8, 2016
Previous Article Next Article

An efficient synthesis of N-nitrosamines under solvent, metal and acid free conditions using tert-butyl nitrite

Author affiliations

Abstract

Synthesis of various N-nitroso compounds from secondary amines is reported using tert-butyl nitrite (TBN) under solvent free conditions. Broad substrate scope, metal and acid free conditions, easy isolation procedure and excellent yields are few important features of this methodology. The acid labile protecting groups such as tert-butyldimethylsilyl (TBDMS) and tert-butyloxycarbonyl (Boc) as well as sensitive functional groups such as phenols, olefins and alkynes are found to be stable under the standard reaction conditions. Besides N-nitrosation, TBN is also found to be an efficient reagent in few other transformations including aryl hydrazines to aryl azides and primary amides to carboxylic acids under mild conditions.

Graphical abstract: An efficient synthesis of N-nitrosamines under solvent, metal and acid free conditions using tert-butyl nitrite

Back to tab navigation

Supplementary files

Article information


Submitted
02 Dec 2015
Accepted
01 Feb 2016
First published
02 Feb 2016

Green Chem., 2016,18, 2323-2330
Article type
Communication
Author version available

An efficient synthesis of N-nitrosamines under solvent, metal and acid free conditions using tert-butyl nitrite

P. Chaudhary, S. Gupta, N. Muniyappan, S. Sabiah and J. Kandasamy, Green Chem., 2016, 18, 2323
DOI: 10.1039/C5GC02880A

Social activity

Search articles by author

Spotlight

Advertisements