Manganese(III) acetate-mediated synthesis of biaryls under microwave irradiation

Manganese(III) 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 KMnO 4 and acetic acid. Additional irradiation of this in situ gen...

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Bibliographic Details
Published inTetrahedron Vol. 66; no. 6; pp. 1308 - 1312
Main Authors Demir, Ayhan S., Findik, Hamide, Saygili, Nezire, Tuna Subasi, N.
Format Journal Article
LanguageEnglish
Published Kidlington Elsevier Ltd 06.02.2010
Elsevier
Subjects
Chemistry
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with o, s, se, te hetero atom and condensed derivatives
Noncondensed benzenic compounds
Organic chemistry
Preparations and properties
Chemical reagent
Benzene derivatives
Microwave
Thiophene derivatives
Sulfur heterocycle
Microwave irradiation
Boron Organic compounds
Aromatic compound
Green chemistry
Acetic acid
Manganese III Acetate
Chemical synthesis
Solvent
Boronic acids
Functional group
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Summary:Manganese(III) 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 KMnO 4 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 toleration, and more environmentally friendly than the reported methods with a minimum amount of benzene and thiophene as a reagent but not as a solvent. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2009.12.018