Ramachary Dhevalapally B, Krishna Patoju M, Gujral Jagjeet, Reddy G Surendra
Catalysis Laboratory, School of Chemistry, University of Hyderabad, Hyderabad-500 046 (India), Fax: (+91)40-23012460 http://chemistry.uohyd.ernet.in/∼dbr/.
Catalysis Laboratory, School of Chemistry, University of Hyderabad, Hyderabad-500 046 (India), Fax: (+91)40-23012460 http://chemistry.uohyd.ernet.in/∼dbr/
Chemistry. 2015 Nov 16;21(47):16775-80. doi: 10.1002/chem.201503302. Epub 2015 Oct 7.
Organocatalytic azide-ketone [3+2] cycloaddition (OrgAKC) of a variety of 1-aryl-2-(arylthio)ethanones and 1-alkyl-2-(alkylthio)ethanones with different aryl or alkyl azides is reported in dimethyl sulfoxide or solvent-free under ambient conditions to furnish 1,5-disubstituted 4-thio-1,2,3-triazoles in a regiospecific manner, which are further converted into useful 1,5-disubstituted 1,2,3-triazoles by treatment with Raney Ni at 25 °C for 1-3 h. Notable features of the OrgAKC reaction include high rate and selectivity, solvent-free conditions, easily available substrates and catalysts, a wide range of synthetic and medicinal applications, and excellent yields generating a vast library of triazoles.
据报道，在二甲基亚砜中或无溶剂的环境条件下，多种1-芳基-2-（芳硫基）乙酮和1-烷基-2-（烷硫基）乙酮与不同的芳基或烷基叠氮化物发生有机催化叠氮化物-酮[3+2]环加成反应（OrgAKC），以区域特异性方式生成1,5-二取代的4-硫代-1,2,3-三唑，通过在25℃下用雷尼镍处理1-3小时，这些产物可进一步转化为有用的1,5-二取代的1,2,3-三唑。OrgAKC反应的显著特点包括高反应速率和选择性、无溶剂条件、易于获得的底物和催化剂、广泛的合成和药用应用以及优异的产率，从而生成大量的三唑库。
