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Letter

In(III)-Mediated Chemoselective Dehydrogenative Interaction of ClMe₂SiH with Carboxylic Acids: Direct Chemo- and Regioselective Friedel−Crafts Acylation of Aromatic Ethers

Supporting Info

Srinivasarao Arulananda Babu, Makoto Yasuda, and Akio Baba*

Department of Applied Chemistry, Graduate School of Engineering, Osaka University, 2-1 Yamada-oka, Suita, Osaka 565-0871, Japan

Org. Lett., 2007, 9 (3), pp 405–408

DOI: 10.1021/ol062723e

Publication Date (Web): January 12, 2007

In papers with more than one author, the asterisk indicates the name of the author to whom inquiries about the paper should be addressed.

, baba@chem.eng.osaka-u.ac.jp

Abstract

Chemoselective dehydrogenative interaction of ClMe₂SiH with a carboxylic acid group in the presence of InX₃ is reported. ¹³C NMR investigation revealed the formation of PhCOOSi(Cl)Me₂ as the major transient intermediate. Chemo- and regioselective Friedel−Crafts acylation of aromatic ethers directly from carboxylic acids was established.

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Published In Issue February 01, 2007
Received November 7, 2006

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Letter

In(III)-Mediated Chemoselective Dehydrogenative Interaction of ClMe₂SiH with Carboxylic Acids: Direct Chemo- and Regioselective Friedel−Crafts Acylation of Aromatic Ethers