Manganese(III) acetate promoted acetoxylation of various α,β-unsaturated cyclopentanones

Tanyeli, Cihangir
Turkut, Engin
SEZEN, Bengü
We describe the results of manganese(III) acetate based regioselective oxidation of various alpha,beta-unsaturated cyclopentanones leading to alpha'-acetoxy alpha,beta-unsaturated cyclopentanones in good yields. Products due to monophenyl and diphenyl substituted dimerization have been identified as byproducts of the reaction.


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 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 synthesis of biaryls under microwave irradiation
Demir, Ayhan Sıtkı; Findik, Hamide; SAYGILI, NEZİRE; Subasi, N. Tuna (Elsevier BV, 2010-02-06)
Manganese(Ill) acetate (Mn(OAc)(3))-mediated synthesis of biaryls and heterobiaryls starting from arylboronic acid was developed under microwave irradiation in high yields Microwaves were also used for the synthesis of Mn(OAc)(3) from KMnO4 and acetic acid Additional irradiation of this in situ generated Mn(OAc)3 with arylboronic acids, which in turn furnished the biaryls in high yields In a one pot reaction This IS superior from the point of view of yield, short reaction time, sensitive functional group to...
Distyryl-boradiazaindacenes: facile synthesis of novel near IR emitting fluorophores
Dost, Zeynep; Atilgan, Serdar; Akkaya, Engin U. (Elsevier BV, 2006-09-04)
Boradiazaindacenes with methyl substituents at 3 and 5 positions were for the first time shown to undergo efficient double condensation reactions with an aromatic aldehyde yielding a series of extended conjugation dyes. These new fluorophores have absorption maxima in the range of 650-660 nm. The dyes reported here have large quantum yields with 20 nm Stokes' shifted emission peaks. The straightforward synthesis of such red shifted BODIPY derivatives is important in relation to the synthesis of novel and us...
Manganese(III)-mediated oxidative free-radical additions of 1,3-dicarbonyl compounds to homobenzonorbornadiene and benzobarrelene: mechanistic studies
Ali, Mohamed Fadelalla; Caliskan, Rasit Ali; ŞAHİN, Ertan; Balcı, Metin (Elsevier BV, 2009-02-14)
Homobenzonorbornadiene and benzobarrelene were reacted with dimedone/acetylacetone and Mn(OAc)(3) in the presence of Cu(OAc)(2) in acetic acid. Mainly rearranged products having a [2.2.2]skeleton and the nonrearranged dihydrofuran derivatives were obtained. These observations clearly indicated that the second oxidation takes place before the cyclization reaction. Furthermore, intramolecular tandem oxidations were observed where unusually oxyl radicals attack the double bond to form the products. The mechani...
Citation Formats
C. Tanyeli, E. Turkut, and B. SEZEN, “Manganese(III) acetate promoted acetoxylation of various α,β-unsaturated cyclopentanones,” Tetrahedron, pp. 1055–1058, 2003, Accessed: 00, 2020. [Online]. Available: