Synthesis of 5-organostibano-1H-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-acy1-1,2,3triazoles

被引：13

作者：

Yamada, Mizuki ^{[1
]}

Matsumura, Mio ^{[1
]}

Murata, Yuki ^{[1
]}

Kawahata, Masatoshi ^{[2
]}

Saito, Kohki ^{[1
]}

Kakusawa, Naoki ^{[3
]}

Yamaguchi, Kentaro ^{[2
]}

Yasuike, Shuji ^{[1
]}

机构：

[1] Aichi Gakuin Univ, Sch Pharmaceut Sci, Chikusa Ku, 1-100 Kusumoto Cho, Nagoya, Aichi 4648650, Japan

[2] Tokushima Bunri Univ, Pharmaceut Sci, Kagawa Campus,1314-1 Shido, Sanuki, Kagawa 7692193, Japan

[3] Hokuriku Univ, Fac Pharmaceut Sci, Ho 3 Kanagawa Machi, Kanazawa, Ishikawa 9201181, Japan

来源：

TETRAHEDRON | 2017年 / 73卷 / 18期

关键词：

Ethynylstibane; Cu-catalyzed azide-alkyne cycloaddition; Antimony; Acyl-induced deantimonation; Acylation; 1,2,3-Triazole; CROSS-COUPLING REACTION; CLICK CHEMISTRY; COPPER(I)-CATALYZED CYCLOADDITION; ORGANIC AZIDES; TRANSMETALLATING AGENT; TRIARYLSTIBINES; KETONES; LIGAND; ORGANOANTIMONY(III); CYTOTOXICITY;

D O I：

10.1016/j.tet.2017.03.046

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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 5organostibano-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. (C) 2017 Elsevier Ltd. All rights reserved.

引用

页码：2614 / 2622

页数：9

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