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

Y Nishimoto, SA Babu, M Yasuda…

文献索引：Nishimoto, Yoshihiro; Babu, Srinivasarao Arulananda; Yasuda, Makoto; Baba, Akio Journal of Organic Chemistry, 2008 , vol. 73, # 23 p. 9465 - 9468

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被引用次数: 42

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) Me2 is generated from alkoxy esters with the evolution of the corresponding alkanes. 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 ...