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Rhodium-Catalyzed Cleavage Reaction of Aryl Methyl Ethers with Thioesters

Author:
Arisawa, Mieko, Nihei, Yuri, Suzuki, Takaaki, Yamaguchi, Masahiko
Source:
Organic letters 2012 v.14 no.3 pp. 855-857
ISSN:
1523-7052
Subject:
chemical reactions, chemical structure, dimethyl sulfide, esters, ethers, regioselectivity, rhodium
Abstract:
A rhodium complex catalyzed the reaction of aryl methyl ethers and thioesters giving the corresponding aryl esters and methyl sulfides. S-(p-Chlorophenyl) p-(dimethylamino)benzothioate was used for the reaction of methyl aryl ethers with electron-withdrawing groups, and an S-(p-tolyl) derivative was used for those with electron-donating groups. Polymethoxybenzenes were converted to the esters in a regioselective manner.
Agid:
5784872