Remarkable effect of lithium salts in Friedel-Crafts acylation of 2-methoxynaphthalene catalyzed by metal triflates

被引：56

作者：

Kobayashi, S ^{[1
]}

Komoto, I ^{[1
]}

机构：

[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan

来源：

TETRAHEDRON | 2000年 / 56卷 / 35期

关键词：

D O I：

10.1016/S0040-4020(00)00610-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In the presence of a catalytic amount of a metal triflate such as Sb(OTf)(3) or Ga(OTf)(3), 2-methoxynaphthalene reacted with acetic anhydride in nitromethane-lithium perchlorate to afford 2-acetyl-6-methoxynaphthalene, a well-known intermediate for the synthesis of naproxen, in a high yield. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：6463 / 6465

页数：3

共 27 条

[11] HAFNIUM(IV) TRIFLUOROMETHANESULFONATE, AN EFFICIENT CATALYST FOR THE FRIEDEL-CRAFTS ACYLATION AND ALKYLATION REACTIONS [J].

HACHIYA, I ;

MORIWAKI, M ;

KOBAYASHI, S .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1995, 68 (07) :2053-2060

[12] NONSTEROIDAL ANTIINFLAMMATORY AGENTS .1. 6-SUBSTITUTED 2-NAPHTHYLACETIC ACIDS [J].

HARRISON, IT ;

LEWIS, B ;

NELSON, P ;

ROOKS, W ;

ROSZKOWS.A ;

TOMOLONI.A ;

FRIED, JH .

JOURNAL OF MEDICINAL CHEMISTRY, 1970, 13 (02) :203-&

[13] LIQUID-CRYSTAL POLYMERS .5. LIQUID-CRYSTALLINE POLYESTERS CONTAINING NAPHTHALENE RINGS [J].

JACKSON, WJ .

MACROMOLECULES, 1983, 16 (07) :1027-1033

[14] Ln(OTf)(3)-LiClO4 as reusable catalyst system for Friedel-Crafts acylation [J].

Kawada, A ;

Mitamura, S ;

Kobayashi, S .

CHEMICAL COMMUNICATIONS, 1996, (02) :183-184

[15] LANTHANIDE TRIFLUOROMETHANESULFONATES AS REUSABLE CATALYSTS - CATALYTIC FRIEDEL-CRAFTS ACYLATION [J].

KAWADA, A ;

MITAMURA, S ;

KOBAYASHI, S .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1993, (14) :1157-1158

[16]

KAWADA A, 1994, SYNLETT, P545

[17] Catalytic Friedel-Crafts acylation of benzene, chlorobenzene, and fluorobenzene using a novel catalyst system, hafnium triflate and trifluoromethanesulfonic acid [J].

Kobayashi, S ;

Iwamoto, S .

TETRAHEDRON LETTERS, 1998, 39 (26) :4697-4700

[18]

KOBAYASHI S, UNPUB

[19] An efficient method for the preparation of bismuth(III) trifluoromethanesulfonate [J].

Labrouillère, M ;

Le Roux, C ;

Gaspard, H ;

Laporterie, A ;

Dubac, J ;

Desmurs, JR .

TETRAHEDRON LETTERS, 1999, 40 (02) :285-286

[20]

Matsuo J, 2000, SYNLETT, P403

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