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

被引：49

作者：

Demir, AS ^{[1
]}

Reis, Ö ^{[1
]}

Özgül-Karaaslan, E ^{[1
]}

机构：

[1] Middle E Tech Univ, Dept Chem, TR-06531 Ankara, Turkey

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2001年 / 22期

关键词：

D O I：

10.1039/b105119a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：3042 / 3045

页数：4

共 28 条

[1] OXIDATION OF HYDRAZINE DERIVATIVES .I. OXIDATION OF PHENYLHYDRAZINE WITH LEAD TETRA-ACETATE [J].

AYLWARD, JB .

JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1969, (12) :1663-&

[2]

BARAKAT Z, 1956, J CHEM SOC, P4685

[3] PHASE-TRANSFER-CATALYZED GOMBERG-BACHMANN SYNTHESIS OF UNSYMMETRICAL BIARENES - A SURVEY OF CATALYSTS AND SUBSTRATES [J].

BEADLE, JR ;

KORZENIOWSKI, SH ;

ROSENBERG, DE ;

GARCIASLANGA, BJ ;

GOKEL, GW .

JOURNAL OF ORGANIC CHEMISTRY, 1984, 49 (09) :1594-1603

[4] THE DIRECTED SYNTHESIS OF BIARYL COMPOUNDS - MODERN CONCEPTS AND STRATEGIES [J].

BRINGMANN, G ;

WALTER, R ;

WEIRICH, R .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1990, 29 (09) :977-991

[5] OXIDATION REACTIONS OF MANGANESE(3) ACETATE .2. FORMATION OF GAMMA-LACTONES FROM OLEFINS AND ACETIC ACID [J].

BUSH, JB ;

FINKBEIN.H .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1968, 90 (21) :5903-&

[6] PENTAFLUOROPHENYLATION OF AROMATICS WITH PENTAFLUOROPHENYL PERFLUOROALKANESULFONATE AND POLYFLUOROALKANESULFONATE - A PHOTOINDUCED ELECTRON-TRANSFER CATION DIRADICAL COUPLING PROCESS [J].

CHEN, QY ;

LI, ZT .

JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (09) :2599-2604

[7] Butenolide annelation using a manganese(III) oxidation. A synthesis of chromolaenin (Laevigatin) [J].

Demir, AS ;

Gercek, Z ;

Duygu, N ;

Igdir, AC ;

Reis, O .

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1999, 77 (08) :1336-1339

[8] Synthesis and Rhizopus oryzae mediated enantioselective hydrolysis of α-acetoxy aryl alkyl ketones [J].

Demir, AS ;

Hamamci, H ;

Tanyeli, C ;

Akhmedov, IM ;

Doganel, F .

TETRAHEDRON-ASYMMETRY, 1998, 9 (10) :1673-1677

[9]

DEMIR AS, 1992, SYNTHESIS-STUTTGART, P235

[10]

DEMIR AS, 1991, SYNTHESIS-STUTTGART, P719

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