Synthesis of isatin derivatives under metal free conditions using hypervalent iodine
作者： Parvathaneni Sai Prathima , Raktani Bikshapathi , Vaidya Jayathirtha Rao , None
DOI: 10.1016/J.TETLET.2015.09.124
关键词:
摘要: Abstract Hypervalent iodine(III)/TEMPO-mediated C(sp3), C(sp2) C–H bond oxidation of different oxindole and indole derivatives to their corresponding isatin was successfully achieved with excellent yields at room temperature. This metal-free method provides a direct access potential synthon that could be applied in the total synthesis several biologically active natural products.
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sci-hub.se 参考文章(38)
Surendra Nath Pandeya, Sivakumar Smitha, Seshaiah Krishnan Sridhar, Mayank Jyoti, Biological activities of isatin and its derivatives. Acta Pharmaceutica. ,vol. 55, pp. 27- 46 ,(2005)
Renhua Liu, Xinmiao Liang, Chunyan Dong, Xinquan Hu, Transition-metal-free: a highly efficient catalytic aerobic alcohol oxidation process. Journal of the American Chemical Society. ,vol. 126, pp. 4112- 4113 ,(2004) , 10.1021/JA031765K
Arun P. Thottumkara, Michael S. Bowsher, Thottumkara K. Vinod, In Situ Generation ofo-Iodoxybenzoic Acid (IBX) and the Catalytic Use of It in Oxidation Reactions in the Presence of Oxone as a Co-oxidant Organic Letters. ,vol. 7, pp. 2933- 2936 ,(2005) , 10.1021/OL050875O
Jan Bergman, Ivan Romero, Synthesis of α‐oxo‐sulfines in the indole series Journal of Heterocyclic Chemistry. ,vol. 47, pp. 1215- 1220 ,(2010) , 10.1002/JHET.453
William F. Bailey, James M. Bobbitt, Kenneth B. Wiberg, Mechanism of the oxidation of alcohols by oxoammonium cations. Journal of Organic Chemistry. ,vol. 72, pp. 4504- 4509 ,(2007) , 10.1021/JO0704614
Antonella De Mico, Roberto Margarita, Luca Parlanti, Andrea Vescovi, Giovanni Piancatelli, A Versatile and Highly Selective Hypervalent Iodine (III)/2,2,6,6-Tetramethyl-1-piperidinyloxyl-Mediated Oxidation of Alcohols to Carbonyl Compounds Journal of Organic Chemistry. ,vol. 62, pp. 6974- 6977 ,(1997) , 10.1021/JO971046M
Zhenkun Ma, James M. Bobbitt, Organic oxoammonium salts. 3. A new convenient method for the oxidation of alcohols to aldehydes and ketones Journal of Organic Chemistry. ,vol. 56, pp. 6110- 6114 ,(1991) , 10.1021/JO00021A027
Parvathaneni SaiPrathima, Keesara Srinivas, Mandapati Mohan Rao, None, “On water” catalysis: an expeditious approach for the synthesis of quaternary centered 3-hydroxy-3-(nitromethyl)indolin-2-one derivatives Green Chemistry. ,vol. 17, pp. 2339- 2343 ,(2015) , 10.1039/C4GC02203C
Viktor V. Zhdankin, Peter J. Stang, Chemistry of Polyvalent Iodine Chemical Reviews. ,vol. 108, pp. 5299- 5358 ,(2008) , 10.1021/CR800332C
Ward C. Sumpter, The Chemistry of Isatin. Chemical Reviews. ,vol. 34, pp. 393- 434 ,(1944) , 10.1021/CR60109A003