Synthesis of 1-tetralones by intramolecular Friedel-Crafts reaction of 4-arylbutyric acids using Lewis acid catalysts

被引:71
作者
Cui, DM [1 ]
Kawamura, M [1 ]
Shimada, S [1 ]
Hayashi, T [1 ]
Tanaka, M [1 ]
机构
[1] AIST, Natl Inst Adv Ind Sci & Technol, Tsukuba, Ibaraki 3058565, Japan
关键词
tetralone; Lewis acid; Friedel-Crafts reaction; bismuth; cyclization;
D O I
10.1016/S0040-4039(03)00855-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Intramolecular Friedel-Crafts reaction of 4-arylbutyric acids efficiently proceeded in the presence of catalytic amounts of Lewis acids such as Bi(NTf2)(3) and M(OTf)(3) (M = Bi, Ga, In and rare-earth metals) to form 1-tetralones. Chroman-4-one and thiochroman-4-one were also obtained in good yields front 3-phenoxypropionic acid and 3-phenylthiopropionic acid, respectively. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4007 / 4010
页数:4
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