Synthesis 2018; 50(21): 4254-4262
DOI: 10.1055/s-0037-1610192
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© Georg Thieme Verlag Stuttgart · New York

Chemoselective Organoclick–Click Sequence

Mokhtaria Belkheira
a  Aix-Marseille Université, CNRS, Centrale Marseille, iSm2, Marseille, France   Email: cyril.bressy@univ-amu.fr
b  Université Oran 1 Ahmed Ben Bella, Laboratoire de Chimie Fine, Département de Chimie, Faculté des Sciences Exactes et Appliquées, B.P.1524, El M’naouer, Oran 31100, Algérie
c  Université Tahri Mohamed-Bechar, B.P. 417, Bechar 08000, Algérie
,
Douniazad El Abed
b  Université Oran 1 Ahmed Ben Bella, Laboratoire de Chimie Fine, Département de Chimie, Faculté des Sciences Exactes et Appliquées, B.P.1524, El M’naouer, Oran 31100, Algérie
,
Jean-Marc Pons
a  Aix-Marseille Université, CNRS, Centrale Marseille, iSm2, Marseille, France   Email: cyril.bressy@univ-amu.fr
,
a  Aix-Marseille Université, CNRS, Centrale Marseille, iSm2, Marseille, France   Email: cyril.bressy@univ-amu.fr
› Author Affiliations
Further Information

Publication History

Received: 16 May 2018

Accepted: 17 May 2018

Publication Date:
19 July 2018 (online)


Published as part of the Special Section on the 26th French–Japanese Symposium on Medicinal and Fine Chemistry

Abstract

A highly chemoselective bis-triazole synthesis based on a sequence organocatalyzed click reaction/copper-catalyzed click reaction is described in this paper. A range of bis-azides react with various ketones using proline catalysis through the aryl azide moiety while the alkyl azide one remains available for a metal-catalyzed triazole synthesis.

Supporting Information

 
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