Journal
SCIENCE ADVANCES
Volume 5, Issue 3, Pages -Publisher
AMER ASSOC ADVANCEMENT SCIENCE
DOI: 10.1126/sciadv.aav9839
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Funding
- National Natural Science Foundation of China [21625203, 21472039]
- Jiangxi Province Science and Technology Project [20171ACB20015, 20165BCB18007]
- Opening Fund of Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research (Hunan Normal University), Ministry of Education [KLCBTCMR18-02]
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The functionalization of unactivated C(sp(3))-H bonds represents one of the most powerful and most atom-economical tools for the formation of new carbon-based chemical bonds in synthesis. Although cross-dehydrogenative coupling reactions of two distinct C-H bonds for the formation of carbon-carbon bonds have been well investigated, controlled functionalizations of two or more different C(sp(3))-H bonds across a functional group or a molecule (e.g., an alkene or alkyne) in a single reaction remain challenging. Here, we present a three-component dialkylation of alkenes with common alkanes and 1,3-dicarbonyl compounds via synergistic photoredox catalysis and iron catalysis for the synthesis of two functionalized 1,3-dicarbonyl compounds. Mechanistic studies suggest that the photoredox catalysis serves as a promotion system to allow the dialkylation to proceed under mild conditions by reducing the oxidation and reduction potentials of the iron intermediates and the reaction partners.
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