Aerobic iron-catalyzed site-selective C(sp3)–C(sp3) bond cleavage in N-heterocycles
Sign Up to like & getrecommendations! Published in 2021 at "Catalysis Communications"
DOI: 10.1016/j.catcom.2021.106333
Abstract: Abstract The kinetic and thermodynamic stability of C(sp3)–C(sp3) bonds makes the site-selective activation of these motifs a real synthetic challenge. In view of this, herein a site-selective method of C(sp3)–C(sp3) bond scission of amines, specifically… read more here.
Keywords: sp3 sp3; sp3; site selective; sp3 bond ... See more keywords
Theoretical Insight into C(sp3)–F Bond Activations and Origins of Chemo- and Regioselectivities of “Tunable” Nickel-Mediated/-Catalyzed Couplings of 2-Trifluoromethyl-1-alkenes with Alkynes
Sign Up to like & getrecommendations! Published in 2017 at "Organometallics"
DOI: 10.1021/acs.organomet.7b00514
Abstract: The mechanisms and chemo- and regioselectivities of divergent (Ni(cod)2/PCy3)-mediated/-catalyzed C(sp3)–F bond activation of 2-trifluoromethyl-1-alkenes (1) with alkynes (2) were investigated by density functional theory (DFT) calculations. The nickel-mediated/-catalyzed reaction involves sequential ligand exchange, alkene coordination,… read more here.
Keywords: chemo regioselectivities; trifluoromethyl alkenes; nickel mediated; mediated catalyzed ... See more keywords
Photoinduced Copper-Catalyzed C(sp3)-P Bond Formation by Coupling of Secondary Phosphines with N-(Acyloxy)phthalimides and N-Fluorocarboxamides.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c00475
Abstract: A photoinduced copper-catalyzed C(sp3)-P bond formation has been developed by using N-(acyloxy)phthalimides as radical precursors and secondary phosphine boranes as coupling partners. A variety of alkyl carboxylic acid derivatives can be readily transformed into the… read more here.
Keywords: sp3 bond; formation; copper catalyzed; photoinduced copper ... See more keywords
Fully Automated Flow Protocol for C(sp3)-C(sp3) Bond Formation from Tertiary Amides and Alkyl Halides.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c01390
Abstract: Herein, we present a novel C(sp3)-C(sp3) bond-forming protocol via the reductive coupling of abundant tertiary amides with organozinc reagents prepared in situ from their corresponding alkyl halides. Using a multistep fully automated flow protocol, this… read more here.
Keywords: fully automated; sp3 bond; alkyl halides; sp3 sp3 ... See more keywords
Aerobic α,β-C(sp3)-H Bond Difunctionalization and C-N Bond Cleavage of Triethylamine: Difunctional Ammonium Iodide Enabling the Regioselective Synthesis of 4-Arylpyrimido[1,2-b]indazoles.
Sign Up to like & getrecommendations! Published in 2019 at "Organic letters"
DOI: 10.1021/acs.orglett.9b02218
Abstract: A novel method for the regioselective synthesis of 4-arylpyrimido[1,2-b]indazoles has been developed via the dual C(sp3)-H bond functionalization and C-N bond cleavage of triethylamine. The elusive acyclic enamine intermediates are effectively in situ generated and… read more here.
Keywords: arylpyrimido indazoles; synthesis arylpyrimido; bond; bond cleavage ... See more keywords
Selective C(sp3)–H Bond Insertion in Carbene/Alkyne Metathesis Reactions. Enantioselective Construction of Dihydroindoles
Sign Up to like & getrecommendations! Published in 2018 at "ACS Catalysis"
DOI: 10.1021/acscatal.8b02822
Abstract: A general access to chiral dihydroindole derivatives in high yields is achieved by C–H functionalization in a highly site- and enantioselective cascade reaction of propargyl diazoacetates. Highly site-selective intramolecular C(sp3)–H bond insertions are realized by… read more here.
Keywords: bond; insertion; bond insertion; carbene alkyne ... See more keywords
C(sp3)–H Bond Activation by Perovskite Solar Photocatalyst Cell
Sign Up to like & getrecommendations! Published in 2018 at "ACS Energy Letters"
DOI: 10.1021/acsenergylett.8b01698
Abstract: Inspired by efficient perovskite solar cells, we developed a three-component hybrid perovskite-based solar photocatalyst cell, NiOx/FAPbBr3/TiO2, for C(sp3)–H bond activation with high selectivity (∼90%) and high conversion rates (3800 μmol g–1 h–1) under ambient conditions.… read more here.
Keywords: perovskite solar; sp3 bond; cell; activation ... See more keywords
Direct C(sp3)-N Bond Formation between Toluene and Amine in Water Microdroplets.
Sign Up to like & getrecommendations! Published in 2022 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.2c10032
Abstract: Unlike the inertness of bulk water, water microdroplets exhibit some remarkable reactivities. We report that water microdroplets can directly produce stable C7H7+ cations (a combination of benzylic and tropylium cations) from toluene and other substrates… read more here.
Keywords: sp3 bond; water microdroplets; water; bond formation ... See more keywords
Photo-Uncaging by C(sp3)-C(sp3) Bond Cleavage Restores β-Lapachone Activity.
Sign Up to like & getrecommendations! Published in 2023 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.3c00398
Abstract: β-Lapachone is an ortho-naphthoquinone natural product with significant antiproliferative activity but suffers from adverse systemic toxicity. The use of photoremovable protecting groups to covalently inactivate a substrate and then enable controllable release with light in… read more here.
Keywords: cleavage; sp3 bond; sp3 sp3; activity ... See more keywords
The Origins of Dramatic Differences in Five-Membered vs Six-Membered Chelation of Pd(II) on Efficiency of C(sp3)-H Bond Activation.
Sign Up to like & getrecommendations! Published in 2017 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.7b01801
Abstract: The origin of the unique effectiveness of six-membered chelates on the β-methylene C(sp3)-H activation reactions by Pd(II) catalyst was explained with density functional theory. The Pd(II) catalysts that involve five-membered chelates are inactive in this… read more here.
Keywords: six membered; membered chelation; bond activation; five membered ... See more keywords
Organophotoredox-Catalyzed Decarboxylative C(sp3)-O Bond Formation.
Sign Up to like & getrecommendations! Published in 2020 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.9b12335
Abstract: This manuscript reports a visible light-mediated organosul-fide catalysis that enables the decarboxylative coupling between simple aliphatic alcohol and tertiary or secondary alkyl carboxylic acid-derived redox active esters to produce a C(sp3)-O-C(sp3) fragment. Results of the… read more here.
Keywords: bond formation; catalyzed decarboxylative; organophotoredox catalyzed; decarboxylative sp3 ... See more keywords