A Photosensitizer for N-O Bond Activation: 2,7-Br-4CzIPN-Catalyzed Difunctionalization of Alkenes with Oxime Esters.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c01073
Abstract: We developed 2,4,5,6-tetrakis(2,7-dibromo-9H-carbazol-9-yl)isophthalonitrile (2,7-Br-4CzIPN) as a new photosensitizer for the energy-transfer-driven N-O bond dissociation of oxime esters. In the presence of 2,7-Br-4CzIPN, difunctionalization of alkenes with oxime esters, including oxyimination, aminocarboxylation, and amidylimination, could afford… read more here.
Keywords: difunctionalization alkenes; photosensitizer bond; alkenes oxime; oxime esters ... See more keywords
Visible-Light-Induced Decarboxylative Aminosulfonylation of (Hetero)aryl Carboxylic Oxime Esters.
Sign Up to like & getrecommendations! Published in 2024 at "Organic letters"
DOI: 10.1021/acs.orglett.3c04142
Abstract: Sulfonamides are important structures in pharmaceuticals, agrochemicals, and organocatalysts, yet the rapid and benign synthesis of these compounds is still a great challenge. Herein we report a photoinduced method for synthesizing sulfonamides from (hetero)aryl carboxylic… read more here.
Keywords: aryl carboxylic; visible light; oxime esters; hetero aryl ... See more keywords
Iron-Catalyzed Decarboxylative Olefination of Cycloketone Oxime Esters with α,β-Unsaturated Carboxylic Acids via C-C Bond Cleavage.
Sign Up to like & getrecommendations! Published in 2018 at "Organic letters"
DOI: 10.1021/acs.orglett.8b01901
Abstract: An iron-catalyzed redox-neutral, decarboxylative olefination of cycloketone oxime esters with α,β-unsaturated carboxylic acids has been developed. This reaction involves an iminyl radical mediated C-C bond cleavage/radical addition/decarboxylation cascade. This protocol is highlighted by its low-cost… read more here.
Keywords: oxime esters; iron catalyzed; olefination cycloketone; esters unsaturated ... See more keywords
Metal-Free sp3 C-SCF3 Coupling Reactions between Cycloketone Oxime Esters and S-trifluoromethyl 4-Methylbenzenesulfonothioate.
Sign Up to like & getrecommendations! Published in 2020 at "Organic letters"
DOI: 10.1021/acs.orglett.9b04343
Abstract: A novel sp3 C-SCF3 coupling reaction between cycloketone oxime esters and S-trifluoromethyl 4-methylbenzenesulfonothioate was achieved. Ethanol was found to facilitate this transformation by trapping the sulfonyl cation. The metal-free and photocatalyst-free reaction conditions, as well… read more here.
Keywords: scf3 coupling; oxime esters; esters trifluoromethyl; scf3 ... See more keywords
Photoinduced Copper-Catalyzed Radical Aminocarbonylation of Cycloketone Oxime Esters
Sign Up to like & getrecommendations! Published in 2019 at "ACS Catalysis"
DOI: 10.1021/acscatal.9b02830
Abstract: A visible light-induced and exogenous photosensitizer-free, copper-catalyzed radical aminocarbonylation of cycloketone oxime esters with CO gas and amines is developed. The mild catalytic system involving CuCl and N,N,N-tridentate ligand shows good reactivity and chemoselectivity, and… read more here.
Keywords: catalyzed radical; oxime esters; cycloketone oxime; copper catalyzed ... See more keywords
Novel 2,4-Dichloro-5-sulfamoylbenzoic Acid Oxime Esters: First Studies as Potential Human Carbonic Anhydrase Inhibitors.
Sign Up to like & getrecommendations! Published in 2024 at "ACS medicinal chemistry letters"
DOI: 10.1021/acsmedchemlett.4c00206
Abstract: In this study, a focused library of oxime ester derivatives of 2,4-dichloro-5-sulfamoylbenzoic acid (lasamide) containing Schiff bases was synthesized and tested in vitro for their ability to inhibit the cytosolic human carbonic anhydrases (hCAs) I… read more here.
Keywords: sulfamoylbenzoic acid; dichloro sulfamoylbenzoic; oxime esters; human carbonic ... See more keywords
Substituted stilbene-based oxime esters used as highly reactive wavelength-dependent photoinitiators for LED photopolymerization
Sign Up to like & getrecommendations! Published in 2019 at "Polymer Chemistry"
DOI: 10.1039/c9py01330j
Abstract: Different substituents on stilbene-based oxime esters play an important role in the relationship between their structure and properties. read more here.
Keywords: substituted stilbene; used highly; based oxime; oxime esters ... See more keywords
Iminyl radical-promoted imino sulfonylation, imino cyanogenation and imino thiocyanation of γ,δ-unsaturated oxime esters: synthesis of versatile functionalized pyrrolines
Sign Up to like & getrecommendations! Published in 2019 at "Organic Chemistry Frontiers"
DOI: 10.1039/c9qo00421a
Abstract: We reported an iminyl radical-promoted imino-functionalization of γ,δ-unsaturated oxime esters to synthesize versatile functionalized pyrrolines. read more here.
Keywords: radical promoted; unsaturated oxime; promoted imino; imino ... See more keywords
Metal-free iminyl radical-mediated C–C single bond cleavage/functionalization of redox-active oxime esters
Sign Up to like & getrecommendations! Published in 2020 at "Organic chemistry frontiers"
DOI: 10.1039/c9qo01446b
Abstract: A visible-light-driven iminyl radical-mediated C–C bond cleavage and functionalization of cycloketone oxime esters have been accomplished. This protocol is simple and does not require expensive and toxic photoredox and/or transition-metal catalysis, providing a novel catalyst-free… read more here.
Keywords: iminyl radical; oxime esters; bond cleavage; radical mediated ... See more keywords
Divergent synthesis of α-functionalized amides through selective N-O/C-C or N-O/C-C/C-N cleavage of aza-cyclobutanone oxime esters.
Sign Up to like & getrecommendations! Published in 2021 at "Chemical communications"
DOI: 10.1039/d1cc03348d
Abstract: Herein, a novel sequential ring opening reaction of aza-cyclobutanone oxime esters with isocyanides is described. The reaction proceeded smoothly under redox-neutral and mild conditions, leading to a divergent synthesis of α-cyanomethylaminoamides, α-acyloxyamides and α-acylaminoamides. In… read more here.
Keywords: divergent synthesis; aza cyclobutanone; cleavage; oxime esters ... See more keywords
Photoredox/copper cocatalyzed domino cyclization of oxime esters with TMSCN: access to antifungal active tetrasubstituted pyrazines.
Sign Up to like & getrecommendations! Published in 2022 at "Chemical communications"
DOI: 10.1039/d2cc02480b
Abstract: A photoredox/copper cocatalyzed domino cyclization of oxime esters with TMSCN has been developed. A range of structurally novel tetrasubstituted pyrazines have been obtained. This method features high bond-forming efficiency, high step economy, broad substrate scope,… read more here.
Keywords: oxime esters; domino cyclization; cocatalyzed domino; copper cocatalyzed ... See more keywords