Manganese(III) acetate based selective oxidation of the tertiary α′-position on various cyclic α,β-unsaturated ketones

Date

2001-09-03

Author

Tanyeli, Cihangir
Iyigün, Çigdem
Elmal, Olcay

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We describe the preliminary results of manganese(III) acetate based selective oxidation of various alpha ' -methyl 2-cyclohexenone and 2-cyclopentenone derivatives to afford the corresponding alpha ' -acetoxy-alpha ' -methyl substituted oxidation products in good yields. (C) 2001 Elsevier Science Ltd. All rights reserved.

Subject Keywords

Enones, Manganese and compounds, Oxidation

URI

https://hdl.handle.net/11511/39049

Journal

Tetrahedron Letters

DOI

https://doi.org/10.1016/s0040-4039(01)01262-x

Collections

Department of Chemistry, Article

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Manganese(III) acetate based oxidation of substituted α′-position on cyclic α,β-unsaturated ketones Tanyeli, Cihangir (2003-09-01) Selective oxidation of the tertiary alpha'-position on various 2-cyclopentenone, 2-cyclohexenone and aromatic ketone derivatives with manganese(III) acetate is described.
Manganese(III) acetate based tandem oxidation of various cyclic β-alkoxy α,β-unsaturated ketones Tanyeli, Cihangir (Elsevier BV, 2000-10-07) We describe the unusual preliminary results of manganese(III) acetate based tandem oxidation of various β-alkoxy 2-cyclopentenone and 2-cyclohexenone derivatives to afford corresponding α′-acetoxy-α′-phenyl substituted oxidation products in good yields.
Manganese(III) acetate oxidation of some ketones in the presence of 3-chloropropionic acid and theoretical investigation of the products Akdağ, Akın; Turker, L (2001-08-01) Manganese(III) acetate oxidation of some ketones in the presence of 3-chloropropionic acid was carried out. The products were characterized. The experimental results were compared with the theoretical ones which was based on AM1 (UHF) type semi-empirical calculations. The theoretical results disfavor any mechanism solely based on radical stability involving radicals originating from the reactants.
Manganese(III) acetate based tandem oxidation of various α and β-alkoxy α,β-unsaturated ketones Tanyeli, Cihangir; Sezen, Bengü (Elsevier BV, 2002-12-09) We described the unusual results of manganese(III) acetate based tandem oxidation of various alpha and beta-alkoxy alpha,beta-unsaturated ketones to afford the corresponding alpha'-acetoxy-alpha'-phenyl substituted oxidation products in good yields. The tandem oxidation to monoacetoxylation ratio can be tuned by the amount of manganese(III) acetate.
Manganese(III) acetate mediated oxidation of N-methylindol and N-methylcarbazol derivatives Demir, Ayhan S.; Tural, Servet (ARKAT USA, Inc., 2008-6-22) Manganese(III) acetate mediated oxidation of 1-alkyl-1H-indole and 9-methyl-9H-carbazole was studied. 1-Methyl-1H-indole gives the 1-acetoxymethyl derivative with good yield. 1-Methyl- 2-phenyl-1H-indole furnished the oxidation of the methyl group and C-3 of indole to obtain the corresponding acetoxy derivatives. 1-ethyl-2-phenyl derivative only furnished the C-3 acetoxylation product. 1,2-Dimethyl-1H-indole furnished oxidation on both of the methyl groups. The major products are 1-methyl-1H-indole-2-carbal...

Citation Formats

C. Tanyeli, Ç. Iyigün, and O. Elmal, “Manganese(III) acetate based selective oxidation of the tertiary α′-position on various cyclic α,β-unsaturated ketones,” Tetrahedron Letters, pp. 6397–6399, 2001, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/39049.