Manganese(III) acetate-mediated oxidative coupling of phenylhydrazines with benzene: a novel method for biaryl coupling

Date

2001-01-01

Author

Demir, Ayhan Sıtkı
Reis, O
Ozgul-Karaaslan, E

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The reaction of phenylhydrazines with benzene in the presence of manganese(III) acetate affords biaryls in good yields. The same reaction was carried out with similar oxidants, such as Co-III, Ce-IV and Pb-IV; among these oxidants Mn-III acetate shows higher efficiency and selectivity.

Subject Keywords

GAMMA-LACTONE ANNULATION, ARYL ALKYL KETONES, ACIDS

URI

https://hdl.handle.net/11511/57729

Journal

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1

DOI

https://doi.org/10.1039/b105119a

Collections

Department of Chemistry, Article

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Manganese (III) acetate mediated regeneration of carbonyl compounds from oximes Altınel, Ertan; Demir, Ayhan Sıtkı; Department of Chemistry (2006) A facile method for the direct conversion of oximes into carbonyl compounds by treatment with manganese triacetate is described. Manganese triacetate can be used for an effective and mild oxidizing agent for the regeneration of carbonyl compounds in good yield. Many functional groups are tolerated under reaction conditions.
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 triacetate mediated regeneration of carbonyl compounds from oximes Demir, Ayhan Sıtkı; Tanyeli, Cihangir; ALTİNEL, Ertan (1997-10-13) A new method for the direct conversion of oximes into aldehydes and ketones by treatment with manganese triacetate is described. Manganese triacetate can be used for an effective and mild oxidizing agent for the regeneration of carbonyl compounds from oximes in good yield. Many functional groups are tolerated under the reaction conditions.
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...
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

A. S. Demir, O. Reis, and E. Ozgul-Karaaslan, “Manganese(III) acetate-mediated oxidative coupling of phenylhydrazines with benzene: a novel method for biaryl coupling,” JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, pp. 3042–3045, 2001, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/57729.