A tunable route to oxidative and eliminative [3+2] cycloadditions of organic azides with nitroolefins: CuO nanoparticles catalyzed synthesis of 1,2,3-triazoles under solvent-free condition

被引：34
作者：
Gangaprasad, D. [1 ]
Raj, J. Paul [1 ]
Kiranmye, T. [1 ]
Sasikala, R. [1 ]
Karthikeyan, K. [1 ]
Rani, S. Kutti [1 ]
Elangovan, J. [2 ]
机构：
[1] BS Abdur Rahman Univ, Dept Chem, Seethakathi Estate, Madras 600048, Tamil Nadu, India
[2] HH Rajahs Coll, Dept Chem, Pudukkottai 622001, Tamil Nadu, India
来源：
TETRAHEDRON LETTERS | 2016年 / 57卷 / 29期
关键词：
3+2] cycloaddition; Azide-olefin; CuO nanoparticles; Solvent-free condition; Catalyst recyclability; CLICK CHEMISTRY; REGIOSELECTIVE SYNTHESIS; 1,3-DIPOLAR CYCLOADDITIONS; EFFICIENT SYNTHESIS; BRONSTED ACID; TRIAZOLE; ALKYNES; TRANSANNULATION; CONSTRUCTION; LIGATION;
D O I：
10.1016/j.tetlet.2016.06.004
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A regioselective and tunable synthesis of 1,5-disubstituted 1,2,3-triazloles from oxidative and eliminative [3+2] cycloadditions of nitroolefins and organic azides under solvent-free condition in the presence and absence of commercially available CuO nanoparticle catalyst is described. In the presence of the catalyst under solvent-free condition, nitro group is retained in the product while it gets eliminated in the absence of the catalyst. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码：3105 / 3108
页数：4
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