articleAccounts of Chemical ResearchOct 14, 2016Closed access

Palladium(II)-Catalyzed Oxidative Difunctionalization of Alkenes: Bond Forming at a High-Valent Palladium Center

Shanghai Institute of Organic Chemistry · Chinese Academy of Sciences

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Abstract

Bonds. Using these methods, we synthesized a variety of heterocycles containing fluorine, trifluoromethyl, and trifluoromethoxyl moieties from alkene substrates under mild reaction conditions. Besides hypervalent iodine reagents and electrophilic fluorinating reagents, our group has demonstrated that hydrogen peroxide, which is an environmentally friendly oxidant, can oxidize alkyl C-Pd(II) species to form high-valent alkyl C-Pd intermediates, and based on this observation, several catalytic difunctionalizations of alkenes, such as aminochlorination, aminoacetoxylation, and aminohydroxylation reactions, have been successfully developed. In addition, water was the only waste derived from the oxidant. All of…

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