Another Example of Organo-Click Reactions: TEMPO-Promoted Oxidative Azide–Olefin Cycloaddition for the Synthesis of 1,2,3-Triazoles in Water
作者： Dasari Gangaprasad , John Paul Raj , Tayyala Kiranmye , Kesavan Karthikeyan , Jebamalai Elangovan
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摘要: … From these observations, we suggest a possible mechanism for the TEMPO-promoted OAOC of electron-deficient olefins and organic azides as follows (Scheme 3). Triazoline A …
sci-hub.se 参考文章(65)
Anirban Kayet, Tanmaya Pathak, 1,5-Disubstituted 1,2,3-Triazolylation at C1, C2, C3, C4, and C6 of Pyranosides: A Metal-Free Route to Triazolylated Monosaccharides and Triazole-Linked Disaccharides The Journal of Organic Chemistry. ,vol. 78, pp. 9865- 9875 ,(2013) , 10.1021/JO401576N
Qinquan Hu, Yi Liu, Xiaocong Deng, Yanjun Li, Yunfeng Chen, Aluminium(III) Chloride‐Catalyzed Three‐Component Condensation of Aromatic Aldehydes, Nitroalkanes and Sodium Azide for the Synthesis of 4‐Aryl‐NH‐1,2,3‐triazoles Advanced Synthesis & Catalysis. ,vol. 358, pp. 1689- 1693 ,(2016) , 10.1002/ADSC.201600098
D Gangaprasad, J Paul Raj, T Kiranmye, R Sasikala, K Karthikeyan, S Kutti Rani, J Elangovan, None, 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 Tetrahedron Letters. ,vol. 57, pp. 3105- 3108 ,(2016) , 10.1016/J.TETLET.2016.06.004
Yu-Yang Xie, Ying-Chun Wang, Hong-En Qu, Xian-Chun Tan, Heng-Shan Wang, Ying-Ming Pan, Regioselective Synthesis of β-Aryl Enaminones and 1,4,5- Trisubstituted 1,2,3-Triazoles from Chalcones and Benzyl Azides Advanced Synthesis & Catalysis. ,vol. 356, pp. 3347- 3355 ,(2014) , 10.1002/ADSC.201400315
RH Prager, P Razzino, Heterocyclic Synthesis With Azides. III. Reactions of Triazolines Made From Arylmethylidenemalonates Australian Journal of Chemistry. ,vol. 47, pp. 1375- 1385 ,(1994) , 10.1071/CH9941375
Sujata Sengupta, Haifeng Duan, Weibing Lu, Jeffrey L. Petersen, Xiaodong Shi, One Step Cascade Synthesis of 4,5-Disubstituted-1,2,3-(NH)-Triazoles Organic Letters. ,vol. 10, pp. 1493- 1496 ,(2008) , 10.1021/OL8002783
Yuanqing Zhang, Xiaolong Li, Jihui Li, Jinying Chen, Xu Meng, Mingming Zhao, Baohua Chen, CuO-promoted construction of N-2-aryl-substituted-1,2,3-triazoles via azide-chalcone oxidative cycloaddition and post-triazole arylation. Organic Letters. ,vol. 14, pp. 26- 29 ,(2012) , 10.1021/OL202718D
Wolfgang H. Binder, Robert Sachsenhofer, ‘Click’ Chemistry in Polymer and Material Science: An Update Macromolecular Rapid Communications. ,vol. 29, pp. 952- 981 ,(2008) , 10.1002/MARC.200800089
D. Gangaprasad, J. Paul Raj, T. Kiranmye, S. Sagubar Sadik, J. Elangovan, A new paradigm of copper oxide nanoparticles catalyzed reactions: synthesis of 1,2,3-triazoles through oxidative azide-olefin cycloaddition RSC Advances. ,vol. 5, pp. 63473- 63477 ,(2015) , 10.1039/C5RA08693K
Wenchao Yang, Tao Miao, Pinhua Li, Lei Wang, Regioselective synthesis of triazoles via base-promoted oxidative cycloaddition of chalcones with azides in aqueous solution RSC Advances. ,vol. 5, pp. 95833- 95839 ,(2015) , 10.1039/C5RA16974G