Enantioselective Remote C(sp3)-H Cyanation via Dual Photoredox and Copper Catalysis.
Sign Up to like & getrecommendations! Published in 2020 at "Organic letters"
DOI: 10.1021/acs.orglett.0c02008
Abstract: The remote C(sp3)-H cyanation of carboxamides has been described by merging photoredox and copper catalysis in a site-selective and enantiocontrolled manner. The protocol is the integration of photoinduced and nitrogen-centered radical-mediated intermolecular hydrogen atom transfer… read more here.
Keywords: remote sp3; copper; cyanation; sp3 cyanation ... See more keywords
Copper-Catalyzed Remote C(sp3)-H Sulfoximination and Silylation of N-Fluorocarboxamides.
Sign Up to like & getrecommendations! Published in 2025 at "Organic letters"
DOI: 10.1021/acs.orglett.5c03173
Abstract: Herein, we report a practical and efficient methodology for synthesizing highly valuable sulfoximine- and silicon-substituted carboxylamides from copper-catalyzed remote C(sp3)-H sulfoximination and silylation of N-fluorocarboxamides under ambient conditions. The copper-catalyzed reactions proceed to undergo sequential… read more here.
Keywords: remote sp3; catalyzed remote; sp3 sulfoximination; silylation fluorocarboxamides ... See more keywords
Thioether-Directed NiH-Catalyzed Remote γ-C(sp3)-H Hydroamidation of Alkenes by 1,4,2-Dioxazol-5-ones.
Sign Up to like & getrecommendations! Published in 2021 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.1c05834
Abstract: A NiH-catalyzed thioether-directed cyclometalation strategy is developed to enable remote methylene C-H bond amidation of unactivated alkenes. Due to the preference for five-membered nickelacycle formation, the chain-walking isomerization initiated by the NiH insertion to an… read more here.
Keywords: directed nih; remote sp3; catalyzed remote; thioether directed ... See more keywords
Copper-catalyzed remote C(sp3)–H azidation and oxidative trifluoromethylation of benzohydrazides
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DOI: 10.1038/s41467-019-08741-w
Abstract: The Hofmann-Löffler-Freytag (HLF) reaction is a prototypical example of radical-based remote functionalization of unactivated C(sp3)–H bond. While 1,5-hydrogen atom transfer (1,5-HAT) of the amidyl radical is thermodynamically favorable and is well-established, the method for the… read more here.
Keywords: trifluoromethylation; remote sp3; azidation oxidative; oxidative trifluoromethylation ... See more keywords
Photoredox-mediated remote C(sp3)–H heteroarylation of free alcohols† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c8sc04134b
Sign Up to like & getrecommendations! Published in 2019 at "Chemical Science"
DOI: 10.1039/c8sc04134b
Abstract: We report an efficient and economical method for remote δ C(sp3)–H heteroarylation of free aliphatic alcohols using a hypervalent iodine PFBI-OH oxidant under photoredox catalysis. read more here.
Keywords: remote sp3; sp3 heteroarylation; heteroarylation free; photoredox mediated ... See more keywords
Multi-task Rhodium-Catalyzed Remote C(sp3)–H Functionalization Reactions of Acyclic Dienes to Yield Benzene-fused Heterocycles
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DOI: 10.1039/d4gc04927f
Abstract: Remote C(sp3)–H bond functionalization reactions are environmentally benign methods for not only acyclic molecules but also cyclic molecules. However, previous reports' products have been limited to aliphatic five-membered ring structures.... read more here.
Keywords: remote sp3; multi task; rhodium catalyzed; functionalization reactions ... See more keywords
Remote C(sp3)−H heteroarylation of N-fluoroarylsulfonamides via a silyl radical process under visible light irradiation
Sign Up to like & getrecommendations! Published in 2024 at "Organic Chemistry Frontiers"
DOI: 10.1039/d4qo00888j
Abstract: An efficient method for heteroarylation of unactivated, aliphatic C(sp3)−H bonds has been developed using a novel, visible light-promoted radical-relay sequence. The overall process likely occurs via hydrogen atom transfer between... read more here.
Keywords: process; remote sp3; heteroarylation fluoroarylsulfonamides; visible light ... See more keywords
Remote C(sp3)–H Acylation of Amides under Photoredox Cooperative N-Heterocyclic Carbene/Palladium Catalysis
Sign Up to like & getrecommendations! Published in 2025 at "Organic Chemistry Frontiers"
DOI: 10.1039/d4qo01785d
Abstract: Direct acylation of amides at C(sp3)–H sites from aldehydes is one of the most convenient methods to access highly valuable keto-amides, yet it still remains challenging and less development. Herein,... read more here.
Keywords: acylation; remote sp3; amides photoredox; acylation amides ... See more keywords