Electrochemical Difluoromethylation of Electron-Deficient Alkenes.
Sign Up to like & getrecommendations! Published in 2019 at "ChemSusChem"
DOI: 10.1002/cssc.201803058
Abstract: Electrochemical 1,2-hydroxydifluoromethylation and C-H difluoromethylation of acrylamides were developed by using CF2 HSO2 NHNHBoc as the source of the CF2 H group. These electricity-powered oxidative alkene functionalization reactions do not need transition-metal catalysts or chemical… read more here.
Keywords: electrochemical difluoromethylation; deficient alkenes; electron deficient; difluoromethylation ... See more keywords
Visible-Light-Induced Hydrosilylation of Electron-deficient Alkenes by Iron Catalysis.
Sign Up to like & getrecommendations! Published in 2022 at "ChemSusChem"
DOI: 10.1002/cssc.202200367
Abstract: Herein, we report a method for iron-catalyzed, visible-light-induced hydrosilylation reactions of electron-deficient alkenes to produce value-added silicon compounds. Alkenes bearing functional groups with different steric properties were suitable substrates, as were derivatives of structurally complex… read more here.
Keywords: electron deficient; light induced; induced hydrosilylation; deficient alkenes ... See more keywords
Metal‐Free Visible‐Light‐Induced Hydrodifluoroalkylation of Electron‐Deficient Alkenes Using Hantzsch Ester
Sign Up to like & getrecommendations! Published in 2024 at "European Journal of Organic Chemistry"
DOI: 10.1002/ejoc.202400591
Abstract: A mild, metal‐free Giese‐type hydrodifluoroalkylation of electron‐deficient alkenes under visible‐light irratiation has been developed. This highly reducing photoactivated Hantzsch ester facilitates C(sp3)‐CF2 bond formation through photoinduced electron transfer (PET) and hydrogen atom transfer (HAT) processes,… read more here.
Keywords: visible light; metal free; hydrodifluoroalkylation electron; electron deficient ... See more keywords
Addition of triphenylphosphine to electron-deficient alkenes in mixed binary solvents: Overcoming the problem of preferential solvation to determine the reaction order with respect to protic solvent
Sign Up to like & getrecommendations! Published in 2020 at "Journal of Molecular Liquids"
DOI: 10.1016/j.molliq.2020.113911
Abstract: Abstract Kinetics of addition of PPh3 to electron-deficient alkenes has been studied in aprotic solvent+carboxylic acid binary mixtures as a function of the alkene and carboxylic acid concentrations. For ethyl acetate+acetic acid, ethyl acetate+propionic acid,… read more here.
Keywords: order; deficient alkenes; preferential solvation; electron deficient ... See more keywords
Ruthenacyclopentanes as Intermediates in the Regio- and Stereoselective Linear Codimerization of N-Vinylamides with Electron-Deficient Alkenes
Sign Up to like & getrecommendations! Published in 2017 at "Organometallics"
DOI: 10.1021/acs.organomet.7b00545
Abstract: Tricarbonylruthenacyclopentanes were successfully synthesized by in situ reduction of RuCl3 with Zn-Cu/CO in the presence of N-vinylacetamides and electron-deficient alkenes such as ethyl acrylate, dimethyl fumarate, and dimethyl maleate. X-ray crystallography of the ruthenacyclopentanes revealed… read more here.
Keywords: codimerization; deficient alkenes; linear codimerization; ruthenacyclopentanes intermediates ... See more keywords
Palladium-Catalyzed Isomerization/Hydrocarbonylation of Electron-Deficient Alkenes for the Construction of Lactones and Lactams.
Sign Up to like & getrecommendations! Published in 2024 at "Organic letters"
DOI: 10.1021/acs.orglett.4c03330
Abstract: An efficient palladium-catalyzed isomerization/hydrocarbonylation of electron-deficient alkenes was developed, affording a variety of benzofuran-2(3H)-ones, dihydrofuran-2(3H)-ones, indolin-2-ones, and isochroman-3-ones in high yields. The reaction exhibits excellent regioselectivity, high atom economy, and a broad range of substrates.… read more here.
Keywords: palladium catalyzed; isomerization hydrocarbonylation; hydrocarbonylation electron; electron deficient ... See more keywords
Ni-Catalyzed Regioselective Alkylarylation of Unactivated Alkenes in Amines Enabled by Cooperative Ligand Effects of Nitriles and Electron-Deficient Alkenes.
Sign Up to like & getrecommendations! Published in 2025 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.4c12334
Abstract: We report a Ni-catalyzed vicinal alkylarylation of unactivated alkenes in γ,δ- and δ,ε-alkenylamines with aryl halides and alkylzinc reagents. The reaction is enabled by amine coordination and can use all primary, secondary, and tertiary amines.… read more here.
Keywords: unactivated alkenes; nitriles electron; electron deficient; enabled cooperative ... See more keywords
Metal-free aerobic oxidative direct C–H amination of electron-deficient alkenes via photoredox catalysis
Sign Up to like & getrecommendations! Published in 2018 at "Organic chemistry frontiers"
DOI: 10.1039/c8qo00161h
Abstract: The first example of photocatalytic dehydrogenative cross-coupling of electron-poor alkenes with azoles has been reported. This method provides a novel approach for N-vinylazole synthesis, which enables coupling of a broad scope of azoles and electron-deficient… read more here.
Keywords: deficient alkenes; aerobic oxidative; electron deficient; free aerobic ... See more keywords
Photoredox-catalyzed hydrosulfonylation reaction of electron-deficient alkenes with substituted Hantzsch esters and sulfur dioxide.
Sign Up to like & getrecommendations! Published in 2019 at "Chemical communications"
DOI: 10.1039/c9cc03004b
Abstract: A sulfonylation reaction of 4-substituted Hantzsch esters, DABCO·(SO2)2, and electron-deficient alkenes at room temperature in the presence of photoredox catalysis under visible light irradiation is described. Not only (E)-chalcones but also (vinylsulfonyl)benzene and 2-vinylpyridine are… read more here.
Keywords: sulfur dioxide; deficient alkenes; substituted hantzsch; electron deficient ... See more keywords
Cu-Catalyzed cyanoalkylation of electron-deficient alkenes with unactivated alkyl bromides.
Sign Up to like & getrecommendations! Published in 2019 at "Chemical communications"
DOI: 10.1039/c9cc04432a
Abstract: We here report the photoinduced Cu-catalyzed cyanoalkylation of electron-deficient alkenes by using alkyl bromides as alkylation reagents. In the reactions, 1°, 2°, and 3° unactivated alkyl bromides with various sensitive functional groups were well tolerated… read more here.
Keywords: unactivated alkyl; alkyl bromides; cyanoalkylation electron; deficient alkenes ... See more keywords
Enantioselective nickel-catalyzed anti-arylmetallative cyclizations onto acyclic electron-deficient alkenes.
Sign Up to like & getrecommendations! Published in 2021 at "Chemical communications"
DOI: 10.1039/d1cc01166a
Abstract: Enantioselective nickel-catalyzed reactions of (hetero)arylboronic acids or alkenylboronic acids with substrates containing an alkyne tethered to various acyclic electron-deficient alkenes are described. read more here.
Keywords: enantioselective nickel; deficient alkenes; electron deficient; acyclic electron ... See more keywords