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Synthesis of 5-organostibano-1 H -1,2,3-triazoles by Cu-catalyzed azide-alkyne cycloaddition and their application in the acyl-induced deantimonation for the preparation of fully substituted 5-acyl-1,2,3-triazoles

Authors :
Naoki Kakusawa
Shuji Yasuike
Kohki Saito
Mio Matsumura
Masatoshi Kawahata
Mizuki Yamada
Yuki Murata
Kentaro Yamaguchi
Source :
Tetrahedron. 73:2614-2622
Publication Year :
2017
Publisher :
Elsevier BV, 2017.

Abstract

The Cu-catalyzed azide-alkyne cycloaddition by the reaction of various ethynylstibanes with benzylazide in the presence of CuBr (5 mol%) under aerobic conditions led to the formation of trisubstituted 5-organostibano-1H-1,2,3-triazoles. Further, the acyl-induced deantimonation of 5-stibanotriazoles with acyl chlorides in the presence of N,N-dimethyl-4-aminopyridine and triethylamine afforded the corresponding trisubstituted 5-acyltriazoles in moderate-to-good yields.

Details

ISSN :
00404020
Volume :
73
Database :
OpenAIRE
Journal :
Tetrahedron
Accession number :
edsair.doi...........84c3dbe4845064254a6578d001bd74e5
Full Text :
https://doi.org/10.1016/j.tet.2017.03.046