Esters as Acylating Reagent in a Friedel-Crafts Reaction: Indium Tribromide Catalyzed Acylation of Arenes Using Dimethylchlorosilane

被引：48

作者：

Nishimoto, Yoshihiro

Babu, Srinivasarao Arulananda

Yasuda, Makoto

Baba, Akio ^{[1
]}

机构：

[1] Osaka Univ, Grad Sch Engn, Dept Appl Chem, Suita, Osaka 5650871, Japan

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2008年 / 73卷 / 23期

关键词：

D O I：

10.1021/jo801914x

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Friedel-Crafts acylation of arenes with esters by dimethylchlorosilane and 10 mol % of indium tribromide has been achieved. The key intermediate RCOOSi(Cl)Me-2 is generated from alkoxy esters with the evolution of the corresponding aikanes. The scope of the alkoxy ester moiety was wide: tert-butyl, benzyl, allyl, and isopropyl esters were successful. In addition. we demonstrated the direct synthesis of the indanone intermediate 11 of salviasperanol from ester 10.

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页码：9465 / 9468

页数：4

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