1,3-Dipolar Cycloaddition Reactions of Nitrile Oxides under "Non-Conventional" Conditions: Green Solvents, Irradiation, and Continuous Flow.
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DOI: 10.1002/cplu.202000448
Abstract: The 1,3-dipolar cycloaddition reactions (DCs) of nitrile oxides (NOs) to alkenes and alkynes are useful methods for the synthesis of 2-isoxazolines and isoxazoles respectively, which are important classes of heterocyclic compounds in organic and medicinal… read more here.
Keywords: cycloaddition reactions; chemistry; nitrile oxides; reactions nitrile ... See more keywords
Fluorinated Imines in Tandem and Cycloaddition Reactions.
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DOI: 10.1002/tcr.202200262
Abstract: The chemistry of fluorinated compounds has experienced extraordinary growth in recent decades due to the many and varied properties which many of the compounds that contain fluorinated groups possess. Among all of them, fluorinated chiral… read more here.
Keywords: fluorinated imines; imines tandem; chemistry; tandem cycloaddition ... See more keywords
[3+2] Cycloaddition reactions of β-diazo-α,α-difluoromethylphosphonates with α,β-unsaturated esters
Sign Up to like & getrecommendations! Published in 2021 at "Journal of Fluorine Chemistry"
DOI: 10.1016/j.jfluchem.2021.109899
Abstract: Abstract (β-diazo-α,α-difluoroethyl)phosphonates as an analog of difluoro diazoethane has been designed as a powerful tool for the assembly of α,α-difluorinated phosphonate-containing molecules. Here, we report a [3+2] dipolar cycloaddition reaction of in situ generated (β-diazo-α,α-difluoroethyl)phosphonates… read more here.
Keywords: diazo difluoromethylphosphonates; difluoromethylphosphonates unsaturated; unsaturated esters; cycloaddition reactions ... See more keywords
Theoretical kinetic and thermodynamic studies of the strain energies and ring size effects of the 1,3-dipolar cycloaddition reactions on ethinamate medicine analogs
Sign Up to like & getrecommendations! Published in 2020 at "Journal of Molecular Structure"
DOI: 10.1016/j.molstruc.2019.127544
Abstract: Abstract In this study, strain effects of a side ring on the 1,3-dipolar cycloaddition reactions were investigated. It was important to find a reactant with a ring closed at the structure of the selected dipolarophile.… read more here.
Keywords: medicine; cycloaddition reactions; kinetic thermodynamic; ethinamate medicine ... See more keywords
The strain-promoted alkyne-nitrone and alkyne-nitrile oxide cycloaddition reactions: A theoretical study
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DOI: 10.1016/j.tet.2017.06.038
Abstract: Abstract Density functional theory (DFT) calculations were performed to study the mechanism of bioorthogonal strain-promoted dibenzocyclooctyne (DIBO)-nitrone and DIBO-nitrile oxide cycloaddition (CA) reactions at B3LYP/6-31G(d,p), M06-2X/6-31G(d,p) and B3LYP-D3/6-31G(d,p) levels of theory. The potential energy surface… read more here.
Keywords: cycloaddition reactions; nitrile oxide; study; strain promoted ... See more keywords
Dearomative (4 + 3) Cycloaddition Reactions of 3-Alkenylindoles and 3-Alkenylpyrroles to Afford Cyclohepta[b]indoles and Cyclohepta[b]pyrroles
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DOI: 10.1021/acs.orglett.2c02983
Abstract: The dearomative (4 + 3) cycloaddition reactions of 3-alkenylindoles with in situ-generated oxyallyl cations furnish cyclohepta[b]indoles, functionality-rich frameworks found in many bioactive compounds, including all pentacyclic ambiguine alkaloids. The analogous reactions between oxyallyl cations and… read more here.
Keywords: reactions alkenylindoles; alkenylpyrroles afford; dearomative cycloaddition; cyclohepta indoles ... See more keywords
Electrochemical Cycloaddition Reactions of Alkene Radical Cations: A Route toward Cyclopropanes and Cyclobutanes
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DOI: 10.1021/acs.orglett.3c00121
Abstract: Herein, we describe a mild and efficient electrochemical method for cycloaddition reactions of alkene radical cations. Anodic oxidation of olefins produces electrophilic alkene radical cations, which further react with either diazo compounds in a [2… read more here.
Keywords: electrochemical cycloaddition; reactions alkene; cycloaddition reactions; alkene radical ... See more keywords
Useful Applications of Enantioselective (4 + 2)-Cycloaddition Reactions to the Synthesis of Chiral 1,2-Amino Alcohols, 1,2-Diamines, and β-Amino Acids.
Sign Up to like & getrecommendations! Published in 2017 at "Organic letters"
DOI: 10.1021/acs.orglett.7b02437
Abstract: The scope of enantioselective (4 + 2)-cycloaddition reactions has been expanded to include reactive olefinic components that are equivalents of three inoperable and unstable ethylene derivatives: 1-hydroxy-2-aminoethylene, 1,2-diaminoethylene, and β-aminoacrylic acid. In this way, a… read more here.
Keywords: cycloaddition; applications enantioselective; cycloaddition reactions; reactions synthesis ... See more keywords
Generation and Trapping of a 1-Phosphafulvene: An Illustration of the P═C/C═C Analogy.
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DOI: 10.1021/acs.orglett.7b02574
Abstract: 1-Phosphafulvenes can be easily generated by dissociation of dimers resulting from the reaction of phospholes with aldimines. As electron-rich partners, they act as 4π phosphadienic systems toward alkenes and alkynes in [4 + 2] cycloaddition… read more here.
Keywords: illustration analogy; systems toward; trapping phosphafulvene; cycloaddition reactions ... See more keywords
Substrate-Dependent Two-State Reactivity in Iron-Catalyzed Alkene [2+2] Cycloaddition Reactions.
Sign Up to like & getrecommendations! Published in 2017 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.7b06086
Abstract: Iron-catalyzed alkene [2+2] cycloaddition reactions represent a promising stepwise pathway to effect the kinetically hindered concerted [2+2] cycloaddition. However, the fundamental reactivity paradigm of these reactions remains unclear. Based on high level combined CASPT2/DFT modelings,… read more here.
Keywords: state; cycloaddition reactions; iron catalyzed; reactivity ... See more keywords
Asymmetric synthesis of trifluoromethyl-substituted 3,3′-pyrrolidinyl-dispirooxindoles through organocatalytic 1,3-dipolar cycloaddition reactions
Sign Up to like & getrecommendations! Published in 2017 at "Organic chemistry frontiers"
DOI: 10.1039/c6qo00723f
Abstract: Unprecedented asymmetric exo′-selective [3 + 2] cycloaddition reactions of CF3-containing isatin-derived azomethine ylides with methyleneindolinones have been disclosed. Under bifunctional organocatalysis by cinchona-derived squaramide catalysts, a series of potential biologically important trifluoromethylated 3,3′-pyrrolidinyl-dispirooxindoles were efficiently… read more here.
Keywords: pyrrolidinyl dispirooxindoles; cycloaddition reactions; synthesis trifluoromethyl; asymmetric synthesis ... See more keywords