期刊
ORGANIC & BIOMOLECULAR CHEMISTRY
卷 14, 期 41, 页码 9768-9779出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c6ob01758d
关键词
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资金
- DST, SERB, Govt. of India [SR/S2/RJN-97/2012, EMR/2014/000469]
- CSIR
We report herein, a silver(I)-catalyzed Smiles rearrangement of 2-aryloxy- or 2-(arylthio)benzoic acids to provide aryl-2-hydroxybenzoate or aryl-2-mercaptobenzoate dimer, respectively, through 1,5-aryl migration from oxygen or sulfur to carboxylate oxygen. Mechanistically, the aryl ether moiety undergoes an intramolecular ipso attack by the carboxyl radical followed by a C-O or C-S bond cleavage. Aryl-2-mercaptobenzoates undergo oxidative dimerization through a thiol moiety in situ.
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