Voegtle, Markus and Leforestier, Baptiste (2016) Safe Generation and Direct Use of Chlorine Azide in Flow Chemistry – 1,2‐Azidochlorination of Olefins and Access to Triazoles. Synlett, 27 (-). pp. 1957-1962. ISSN 0936-5214

Abstract

A safe, fast procedure for the formation of chlorine azide and its
trapping by 1,2‐addition reaction on olefins is described. ClN3 was
generated in situ from NaN3 and NaOCl in the presence of acetic acid,
hosted in an organic phase to avoid decomposition and exposed to various
alkenes. A copper catalyzed “Click” reaction then afforded triazoles from
the resulting addition products. Telescoping of both reaction was enabled
by an in‐line workup and subsequent liquid‐liquid separation.

Item Type:	Article
Date Deposited:	12 Aug 2016 00:45
Last Modified:	12 Aug 2016 00:45
URI:	https://oak.novartis.com/id/eprint/28509