Manganese(III) acetate based oxidation of substituted α′-position on cyclic α,β-unsaturated ketones

Date

2003-09-01

Author

Tanyeli, Cihangir

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Selective oxidation of the tertiary alpha'-position on various 2-cyclopentenone, 2-cyclohexenone and aromatic ketone derivatives with manganese(III) acetate is described.

Subject Keywords

Enones, Manganese and compounds, Oxidation

URI

https://hdl.handle.net/11511/33371

Journal

Tetrahedron

DOI

https://doi.org/10.1016/s0040-4020(03)01094-9

Collections

Department of Chemistry, Article

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Manganese(III) acetate based selective oxidation of the tertiary α′-position on various cyclic α,β-unsaturated ketones Tanyeli, Cihangir; Iyigün, Çigdem; Elmal, Olcay (2001-09-03) 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.
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 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...
Manganese(III) acetate mediated oxidative coupling of phenylhdrazines with furan and thiophene Emrullahoğlu, Mustafa; Demir, Ayhan Sıtkı; Department of Chemistry (2003) A convenient new method for the arylation of furan and thiophene with arylhydrazine and manganese(III) acetate is described. Oxidation of arylhydrazines with Mn(III) acetate in furan or thiophene affords the corresponding 2-aryl-substituted furans and thiophenes in good yield using commercially available materials; access to 2-substituted heterobiaryls works selectively, and coupling occurs with loss of the hydrazine moiety.
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.

Citation Formats

C. Tanyeli, “Manganese(III) acetate based oxidation of substituted α′-position on cyclic α,β-unsaturated ketones,” Tetrahedron, pp. 7135–7139, 2003, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/33371.