Esters as acylating reagent in a Friedel-Crafts reaction: indium tribromide catalyzed acylation of arenes using dimethylchlorosilane.
Esters as acylating reagent in a Friedel-Crafts reaction: indium tribromide catalyzed acylation of arenes using dimethylchlorosilane.
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DOI:
10.1021/jo801914x
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发表时间:
2008-11
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影响因子:
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通讯作者:
Yoshihiro Nishimoto;S. Babu;M. Yasuda;A. Baba
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文献类型:
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作者:
Yoshihiro Nishimoto;S. Babu;M. Yasuda;A. Baba
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 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 salviasperanol from ester 10.