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Synthesis 2006(12): 2047-2052
DOI: 10.1055/s-2006-942384
DOI: 10.1055/s-2006-942384
PAPER
© Georg Thieme Verlag Stuttgart · New York
Direct Acylation of Phenol and Naphthol Derivatives in a Mixture of Graphite and Methanesulfonic Acid
Further Information
Received
11 November 2005
Publication Date:
08 May 2006 (online)
Publication History
Publication Date:
08 May 2006 (online)

Abstract
Graphite in methanesulfonic acid is used to prepare o-hydroxyketones by direct acylation of phenol and naphthol derivatives with carboxylic acids.
Keyword
graphite - methanesulfonic acid - o-hydroxyarylketones - direct acylation
- 1
Healy PC.Mockler DP.Sinn E. J. Chem. Soc. 1975, 12: 691 - 2
Maeda Y.Noda Y.Oshio H.Takashima Y. Bull. Chem. Soc. Jpn. 1992, 65: 1825 - 3
McDonald PD.Hamilton GA. J. Am. Chem. Soc. 1973, 95: 7752 - 4
Van de Sanda C.Vondewalle M. Bull. Soc. Chim. Belg. 1973, 82: 705 - 5
Banerji A.Goomer NC. Synthesis 1980, 874 - 6
Lang G,Malaval A, andLeduc M. inventors; BE Patent 893250. ; Chem. Abstr. 1983, 98, 95499e - 7
Takanishi Y.Ouchi Y.Takezoe H.Fukuda A.Mochizuki A.Nakatsuka M. Mol. Cryst. Liq. Cryst. 1991, 199: 111 ; Chem. Abstr. 1991, 115, 102691m - 8
Martine R. Org. Prep. Proced. Int. 1992, 24: 369 - 9
Fodor G.Kiss J.Szekerke M. J. Org. Chem. 1950, 15: 227 -
10a
Roberts RMG.Sadri AR. Tetrahedron Lett. 1983, 39: 137 -
10b
Arata HM. J. Chem. Soc., Chem. Commun. 1986, 51: 2128 -
10c
Chich B.Finiels A.Gauthier C.Geneste P. J. Org. Chem. 1986, 51: 2128 -
10d
Keumi T.Yoshimura K.Shimada M.Kitajima H. Bull. Chem. Soc. Jpn. 1988, 61: 455 - 11
Kobayashi S.Moriwaki M.Hachiya I. Tetrahedron Lett. 1996, 12: 2053 -
12a
Kagan HB. Pure Appl. Chem. 1976, 46: 177 -
12b
Setton R. Intercalation Compounds of Graphite and their Reactions in Preparative Chemistry Using Supported Reagents Chap. 15:Lazlo P. Academic Press; London: 1987. p.255-283 -
12c
Furstner A. Angew. Chem., Int. Ed. Engl. 1993, 32: 164 -
12d
Wiesendanger R.Anlemetti D. Phys. Chem. Mater. Low-Dimens. Struct. 1992, 16: 1 -
12e
Madsen LL.Joergensen JF.Camerio K. Synth. Met. 1993, 55: 335 -
13a
Audhuy-Peaudecerf M,Berlan J,Dubac J,Laporterie A,Laurent R, andLefeuvre S. inventors; French Patent 94/09073. -
13b
Laurent R. Thesis Université Paul Sabatier; France: 1994. -
13c
Laporte C. Thesis Université Paul Sabatier; France: 1997. -
13d
Garrigues B.Laporte C.Laurent R.Laporterie A.Dubac J. Liebigs Ann. 1996, 739 -
13e
Garrigues B.Laporte C.Laurent R.Laporterie A.Dubac J. Liebigs Ann. 1996, 743 -
13f
Garrigues P.Garrigues B. C. R. Acad. Sci., Ser. IIc 1998, 1: 545 -
13g
Laporte C.Oussaid A.Garrigues B. C. R. Acad. Sci., Ser. IIc 2000, 3: 321 - 14
Dabirmanesh Q.Fernando SIS.Roberts RMG. J. Chem. Soc., Perkin Trans. 1 1995, 643 - 15
Villemin D.Hachemi M.Lalaoui M. Synth. Commun. 1996, 2461 - 16
Marquie J.Laporterrie A.Dubac J.Roques N. Synlett 2001, 493 -
17a
Sharghi H.Hosseini-Sarvari M. Synthesis 2003, 243 -
17b
Hosseini-Sarvari M.Sharghi H. Helv. Chim. Acta 2005, 8: 2282 -
18a
Sharghi H.Hosseini-Sarvari M. Synlett 2001, 99 -
18b
Sharghi H.Hosseini-Sarvari M. Synthesis 2002, 1057 -
18c
Sharghi H.Hosseini-Sarvari M. Tetrahedron 2002, 58: 10323 -
18d
Sharghi H.Hosseini-Sarvari M. J. Chem. Res. 2001, 446 -
18e
Sharghi H.Kaboudin B. J. Chem. Res., Synop. 1998, 628 - 19
Sharghi H.Hosseini-Sarvari M. Synthesis 2004, 2165 - 20
Ueda M.Sato M.Mochizuki A. Macromolecules 1985, 18: 2723 - 21
Handbook of Tables for Organic Compound Identification
CRC Press;
Boca Raton:
1973-1974. 54th edition and 1999-2000, 80th edition
- 22
Matlloubi Moghaddam F.Ghaffarzadeh M.Abdi-oskoui SH. J. Chem. Res., Synop. 1999, 574 - 23
Salunkh MM.Nara SJ.Harjani JR. Tetrahedron Lett. 2001, 42: 1979