Alumina in methanesulfonic acid (AMA) as a new efficient reagent for direct acylation of phenol derivatives and Fries rearrangement.: A convenient synthesis of o-hydroxyarylketones

被引：49

作者：

Sharghi, H ^{[1
]}

Kaboudin, B ^{[1
]}

机构：

[1] Shiraz Univ, Dept Chem, Shiraz 71454, Iran

来源：

JOURNAL OF CHEMICAL RESEARCH-S | 1998年 / 10期

关键词：

D O I：

10.1039/a800158h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Alumina in methanesulfonic acid is used to prepare o-hydroxyarylketones, by acylation of phenol and naphthol derivatives with carboxylic acids and Fries rearrangement of phenolic esters.

引用

页码：628 / +

页数：4

共 47 条

[1] REMARKABLE REVERSIBILITY IN AROMATIC FRIEDEL-CRAFTS ACYLATIONS - PARA REVERSIBLE ORTHO ACYL REARRANGEMENTS OF FLUOROFLUORENONES IN POLYPHOSPHORIC ACID [J].

AGRANAT, I ;

BENTOR, Y ;

SHIH, YS .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (21) :7068-7070

[2] INCURSION OF REVERSIBILITY IN FRIEDEL-CRAFTS ACYLATIONS [J].

AGRANAT, I ;

SHIH, Y ;

BENTOR, Y .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (04) :1259-1260

[3]

BANERJI A, 1980, SYNTHESIS-STUTTGART, P874

[4] FRIES REARRANGEMENT OF SOME 3-ACETOXY-THIOPHENES AND 3-PROPIONYLOXY-THIOPHENES [J].

BANKS, MR .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1986, (03) :507-513

[5] FRIEDEL-CRAFTS ACYLATION OF TOLUENE AND PARA-XYLENE WITH CARBOXYLIC-ACIDS CATALYZED BY ZEOLITES [J].

CHICHE, B ;

FINIELS, A ;

GAUTHIER, C ;

GENESTE, P ;

GRAILLE, J ;

PIOCH, D .

JOURNAL OF ORGANIC CHEMISTRY, 1986, 51 (11) :2128-2130

[6] The mechanism and application of the Fries reaction [J].

Cox, EH .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1930, 52 :352-358

[7] SYNTHESIS OF THE INSECTICIDAL 1'-ACETOXY-MAMMEINS AND SURANGIN-B [J].

CROMBIE, L ;

JONES, RCF ;

PALMER, CJ .

TETRAHEDRON LETTERS, 1985, 26 (24) :2933-2936

[8] AROMATIC REARRANGEMENTS IN THE BENZENE SERIES .5. THE FRIES REARRANGEMENT OF PHENYL BENZOATE - THE REARRANGING SPECIES - THE EFFECT OF TETRABROMOALUMINATE ION ON THE ORTHO PARA RATIO - THE NON-INVOLVEMENT OF THE PROTON AS A CO-CATALYST [J].

DAWSON, IM ;

GIBSON, JL ;

HART, LS ;

WADDINGTON, CR .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1989, (12) :2133-2139

[9] AROMATIC REARRANGEMENTS IN THE BENZENE SERIES .3. REARRANGEMENT OF ISOTOPICALLY LABELED PHENYL BENZOATES - INTER-MOLECULARITY OF THE ORTHO-DIRECTED REARRANGEMENT - CRITERIA FOR DETERMINING THE INTRA-MOLECULARITY INTER-MOLECULARITY OF AROMATIC REARRANGEMENTS [J].

DAWSON, IM ;

HART, LS ;

LITTLER, JS .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1985, (10) :1601-1606

[10]

DEWAR MJS, 1970, TETRAHEDRON, V26, P273

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