Manganese(III) acetate mediated oxidative coupling of phenylhdrazines with furan and thiophene

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2003

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Emrullahoğlu, Mustafa

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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.

Subject Keywords

Manganese, Arylcoupling, Thiophenefuran, Manganese(III) acetate

URI

https://hdl.handle.net/11511/13412

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Graduate School of Natural and Applied Sciences, Thesis

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Manganese(III) acetate-mediated oxidative coupling of phenylhydrazines with furan and thiophene: a novel method for hetero biaryl coupling Demir, Ayhan Sıtkı; Reis, O; Emrullahoglu, M (Elsevier BV, 2002-09-30) 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 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 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 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.
Chloroacetonylation of C=C double bonds promoted by manganese(III) acetate Dengiz, Çağatay; BALCI, METİN (2012-02-01) The addition of acetylacetone to alkenes was performed using Mn(OAc)(3 center dot)2H(2)O in the presence of HCl. The intermediate formed was trapped by chloride. Removal of one of the acetyl groups with ammonia under very mild conditions provided compounds derived from chloroacetonylation of the double bonds.

Citation Formats

M. Emrullahoğlu, “Manganese(III) acetate mediated oxidative coupling of phenylhdrazines with furan and thiophene ,” M.S. - Master of Science, Middle East Technical University, 2003.