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Synthesis of Phenols and Aryl Silyl Ethers via Arylation of Complementary Hydroxide Surrogates
Marcus Reitti1, Ramani Gurubrahamam1, Melanie Walther1
1Department of Organic Chemistry, Arrhenius Laboratory , Stockholm University , SE-106-91 Stockholm , Sweden.
Abstract:
Two transition-metal-free methods to access substituted phenols via the arylation of silanols or hydrogen peroxide with diaryliodonium salts are presented. The complementary reactivity of the two nucleophiles allows synthesis of a broad range of phenols without competing aryne formation, as illustrated by the synthesis of the anesthetic Propofol. Furthermore, silyl-protected phenols can easily be obtained, which are suitable for further transformations.
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Complementary DNA
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Ethers are organic compounds with an ether functional group which is characterized by an oxygen atom connected to two — identical or different — alkyl, aryl, or vinyl groups. The C–O–C linkage in dimethyl ether — the simplest ether — has an approximately tetrahedral bond angle of 110.3 degrees. The oxygen atom is sp3- hybridized, with the C–O distance being about 140 pm.
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Based on their attached substituent...
Synthesis and Decomposition Reactions