Manganese(III) acetate-mediated oxidative coupling of phenylhydrazines with furan and thiophene: a novel method for hetero biaryl coupling

Date

2002-09-30

Author

Demir, Ayhan Sıtkı
Reis, O
Emrullahoglu, M

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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

Organic Chemistry, Biochemistry, Drug Discovery

URI

https://hdl.handle.net/11511/57696

Journal

TETRAHEDRON

DOI

https://doi.org/10.1016/s0040-4020(02)01001-3

Collections

Department of Chemistry, Article

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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-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...
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Citation Formats

A. S. Demir, O. Reis, and M. Emrullahoglu, “Manganese(III) acetate-mediated oxidative coupling of phenylhydrazines with furan and thiophene: a novel method for hetero biaryl coupling,” TETRAHEDRON, pp. 8055–8058, 2002, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/57696.