MICROWAVE-ASSISTED OXIDATION OF SATURATED AND UNSATURATED : ALCOHOLS WITH T-BUTYL HYDROPEROXIDE AND ZEOLITES

作者: Laura Palombi , Francesco Bonadies , Arrigo Scettri

DOI: 10.1016/S0040-4020(97)10047-3

关键词:

摘要: Abstract Under microwave irradiation 3A molecular sieves promote the oxidation of secondary (linear and cyclic) benzylic alcohols to corresponding carbonyl compounds by t-butyl hydroperoxide. same conditions, α,β-unsaturated are converted into α,β-epoxyalcohols in regio- diastereoselective way. Both oxidative processes can be performed under solvent-free conditions; however, epoxidation allylic is found proceed with more satisfactory efficiency saturated aliphatic hydrocarbon (n-hexane or cyclohexane).

参考文章(10)
Kenneth B. Wiberg, Walter S. Trahanovsky, Oxidation in organic chemistry Academic Press. ,(1982)
Laura Palombi, Luca Arista, Alessandra Lattanzi, Francesco Bonadies, Arrigo Scettri, Zeolite-catalyzed oxidation of benzylic and acetylenic alcohols with t-butyl hydroperoxide Tetrahedron Letters. ,vol. 37, pp. 7849- 7850 ,(1996) , 10.1016/0040-4039(96)01747-9
Kazuhiko Takai, Koichiro Oshima, Hitosi Nozaki, Selective oxidation with t-butyl hydroperoxide and aluminium reagents Tetrahedron Letters. ,vol. 21, pp. 1657- 1660 ,(1980) , 10.1016/S0040-4039(00)77778-1
Lionel Delaude, Pierre Laszlo, A Novel Oxidizing Reagent Based on Potassium Ferrate(VI)(1). Journal of Organic Chemistry. ,vol. 61, pp. 6360- 6370 ,(1996) , 10.1021/JO960633P
Waldemar Adam, Rajiv Kumar, T. Indrasena Reddy, Michael Renz, Chemo‐ and Diastereoselective Epoxidation of Chiral Allylic Alcohols with the Urea Hydrogen Peroxide Adduct, Catalyzed by Titanium Silicate 1 Angewandte Chemie. ,vol. 35, pp. 880- 882 ,(1996) , 10.1002/ANIE.199608801
R. Antonioletti, F. Bonadies, L. Locati, A. Scettri, Zeolite-catalyzed epoxidation of allylic alcohols Tetrahedron Letters. ,vol. 33, pp. 3205- 3206 ,(1992) , 10.1016/S0040-4039(00)79852-2
N.B Barhate, M Sasidharan, A Sudalai, R.D Wakharkar, Selective catalytic oxidation of benzylic alcohols to the corresponding carbonyl compounds with TBHP over CrS-2 Tetrahedron Letters. ,vol. 37, pp. 2067- 2070 ,(1996) , 10.1016/0040-4039(96)00193-1
G. Bram, J. Sansoulet, A. Loupy, ACTIVATION ANIONIQUE EN MILIEU HETEROGENE SANS SOLVANT. UTILISATION DES FORUS MICRO ONDES New Journal of Chemistry. ,vol. 16, pp. 233- 242 ,(1992)
Karsten Krohn, Ingeborg Vinke, Horst Adam, Transition-Metal Catalyzed Oxidations. 7. Zirconium-Catalyzed Oxidation of Primary and Secondary Alcohols with Hydroperoxides Journal of Organic Chemistry. ,vol. 61, pp. 1467- 1472 ,(1996) , 10.1021/JO9518720
Pradeep Kumar, Rajiv Kumar, Bipin Pandey, None, Oxidative Organic Transformations Catalyzed by Titanium- and Vanadium-Silicate Molecular Sieves Synlett. ,vol. 1995, pp. 289- 298 ,(1995) , 10.1055/S-1995-4946