An enolate-mediated regioselective synthesis of 1,2,3-triazoles via azide-aldehydes or ketones [3+2]-cycloaddition reactions in aqueous phase

被引：8
|
作者：
Tripathi, Anupam [1 ,2 ]
Rode, Chandrashekhar, V [3 ]
Llop, Jordi [4 ]
Chavan, Subhash P. [1 ,2 ]
Joshi, Sameer M. [1 ,2 ,5 ]
机构：
[1] CSIR, Div Organ Chem, Natl Chem Lab, Pune 411008, Maharashtra, India
[2] Acad Sci & Innovat Res AcSIR, New Delhi 110025, India
[3] Natl Chem Lab, Chem Engn & Proc Dev Div, Dr HomiBhabha Rd, Pune 411008, Maharashtra, India
[4] CIC biomaGUNE, Radiochem & Nucl Imaging, Paseo Miramon 182, San Sebastian 20014, Spain
[5] Wayne State Univ, Dept Oncol, Detroit, MI 48202 USA
来源：
TETRAHEDRON LETTERS | 2020年 / 61卷 / 13期
关键词：
Click chemistry; Azides plus aldehydes or ketones; Triazoles; Water; 1,3-DIPOLAR CYCLOADDITION REACTION; HIGH-YIELDING SYNTHESIS; DIRECT ACCESS; 1,5-DISUBSTITUTED 1,2,3-TRIAZOLES; AZIDOPHENYL ARYLSELENIDES; ORGANOCATALYTIC SYNTHESIS; REGIOSPECIFIC SYNTHESIS; ALKYNE CYCLOADDITION; LIGATION; AMIDES;
D O I：
10.1016/j.tetlet.2020.151662
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A synthetic route for the direct conversion of arylazides into the corresponding trizoles via phase transfer catalyst-assisted [3+2] cycloaddition reaction under basic conditions in aqueous medium is reported. This synthetic methodology, which offers high yields and excellent regioselectivity for varieties of triazoles at 100 degrees C for 24 h-48 h and this 'greener' synthesis constitutes an alternative to the previously reported well established click reactions. Published by Elsevier Ltd.
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页数：5
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