Selective hydroxylation of adamantane and its derivatives

作者: R. I. Khusnutdinov , N. A. Shchadneva , L. F. Mukhametshina , U. M. Dzhemilev

DOI: 10.1134/S1070428009080041

关键词:

摘要: A general method was developed for hydroxylation into the nodal position of adamantane and its 1- 2-substituted derivatives employing systems H2O-CBr4 (BrCCl3, CCl4) in presence complexes Pd, Ni, Ru, Co, Mo, W, Fe. The oxidants are hypochlorous (HOCl) or hypobromous (HOBr) acids generated from water halomethanes under reaction conditions.

参考文章(6)
Stephen R. Jones, John M. Mellor, Bridgehead functionalisation of saturated hydrocarbons with lead(IV) salts Journal of the Chemical Society, Perkin Transactions 1. ,vol. 8, pp. 2576- 2581 ,(1976) , 10.1039/P19760002576
Percy S. Manchand, Richard L. Cerruti, Joseph A. Martin, Christopher H. Hill, John H. Merrett, Elizabeth Keech, Robert B. Belshe, Edward V. Connell, Iain S. Sim, Synthesis and antiviral activity of metabolites of rimantadine Journal of Medicinal Chemistry. ,vol. 33, pp. 1992- 1995 ,(1990) , 10.1021/JM00169A029
H. Stetter, J. Gärtner, P. Tacke, Neue Möglichkeiten des Adamantan-Ringschlusses Angewandte Chemie. ,vol. 77, pp. 171- 171 ,(1965) , 10.1002/ANGE.19650770410
T. Courtney, D. E. Johnston, M. A. McKervey, J. J. Rooney, The chemistry of diamantane. Part I. Synthesis and some functionalisation reactions Journal of the Chemical Society, Perkin Transactions 1. pp. 2691- 2696 ,(1972) , 10.1039/P19720002691
Walter Fischer, Cyril A. Grob, Hajime Katayama, Die Synthese von 1,3‐disubstituierten Adamantanen Helvetica Chimica Acta. ,vol. 59, pp. 1953- 1962 ,(1976) , 10.1002/HLCA.19760590609