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
Photoredox/Copper Dual-Catalyzed Benzylic C-H Esterification via Radical-Polar Crossover.
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DOI: 10.1021/acs.orglett.2c00763
Abstract: Herein, we report a distinctive photoredox/copper dual-catalyzed esterification of benzylic C-H bonds through the combination of photoredox-mediated hydrogen atom transfer and Cu(II)-mediated radical-polar crossover. This methodology demonstrates a high functional group tolerance (>40 examples) and… read more here.
Keywords: polar crossover; dual catalyzed; copper dual; photoredox copper ... See more keywords
Synthesis of α-Fluorinated Areneacetates through Photoredox/Copper Dual Catalysis.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c00969
Abstract: The development of mild and practical conditions for the fluoroalkylation of arenes is an ongoing challenge in chemical organic synthesis. Herein, we report a metallaphotoredox method for the preparation of fluoroalkyl arenes based on the… read more here.
Keywords: catalysis; synthesis fluorinated; dual catalysis; copper dual ... See more keywords
Radical Multicomponent Alkyl Alkynylation of Propellane via Synergistic Photoredox and Copper Catalysis.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c01721
Abstract: Bicyclo[1.1.1]pentanes (BCPs) are important bioisosteres of aryl, tert-butyl groups, and internal alkynes that can impact key physicochemical properties on drug candidates. Herein, we describe a novel and efficient reaction to synthesize alkyl-alkynyl-substituted BCP derivatives by… read more here.
Keywords: synergistic photoredox; photoredox copper; copper catalysis; alkyl ... See more keywords
Selective Three-Component 1,2-Aminoalkoxylation of 1-Aryl-1,3-dienes by Dual Photoredox and Copper Catalysis.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c03124
Abstract: A three-component 1,2-aminooxygenation reaction of 1,3-dienes by dual photoredox and copper catalysis is described. This protocol uses N-aminopyridinium salts as N-centered radical precursors and nucleophilic alcohols as oxygen sources, providing modular and practical access to… read more here.
Keywords: dual photoredox; three component; dienes dual; photoredox copper ... See more keywords
Photoredox/Copper Cooperatively Catalyzed Arylalkynylation of [1.1.1]Propellane.
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DOI: 10.1021/acs.orglett.5c00882
Abstract: We present a sp2-sp3/sp3-sp bond formation reaction through a three-component coupling strategy involving terminal alkynes, [1.1.1]propellane, and aryl thianthrenium salts that are prepared from arenes. The reaction employs a dual photo/copper catalysis system and provides… read more here.
Keywords: copper cooperatively; catalyzed arylalkynylation; copper; photoredox copper ... See more keywords
Photoredox/Copper Dual-Catalyzed Regioselective 1,4-Arylcyanation of 1,3-Enynes for Multifunctionalized Allenyl Nitriles.
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DOI: 10.1021/acs.orglett.5c02449
Abstract: A copper/photoredox dual-catalysis-enabled 1,4-arylcyanation of 1,3-enynes to afford tetrasubstituted allenyl nitriles was initially developed. The reaction features good reaction generality and high reaction regioselectivity, providing facile access to multifunctionalized allenyl nitriles. This strategy achieves the… read more here.
Keywords: photoredox copper; multifunctionalized allenyl; allenyl nitriles; arylcyanation enynes ... 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
Open-air green-light-driven ATRP enabled by dual photoredox/copper catalysis
Sign Up to like & getrecommendations! Published in 2022 at "Chemical Science"
DOI: 10.1039/d2sc04210j
Abstract: Photoinduced atom transfer radical polymerization (photo-ATRP) has risen to the forefront of modern polymer chemistry as a powerful tool giving access to well-defined materials with complex architecture. However, most photo-ATRP systems can only generate radicals… read more here.
Keywords: photoredox; dual photoredox; photoredox copper; copper catalysis ... See more keywords
Photoredox/Copper-Catalyzed Formal Cyclopropanation of olefins
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DOI: 10.1039/d3qo01739g
Abstract: The construction of cyclopropanes via visible-light-driven transformations plays an important role in organic synthesis. Among these transformations, intermolecular atom transfer radical addition (ATRA) with alkenes followed by intramolecular nucleophilic substitution... read more here.
Keywords: chemistry; cyclopropanation olefins; catalyzed formal; photoredox copper ... See more keywords
Photoredox copper-catalyzed regioselective syntheses of allenols via HAT-mediated propargyl radical generation
Sign Up to like & getrecommendations! Published in 2024 at "Organic Chemistry Frontiers"
DOI: 10.1039/d4qo01245c
Abstract: Selectivity control of the reactions of propargylic and/or allenylic radicals remains particularly elusive. Here, a visible light-mediated Cu-catalyzed protocol for the highly selective syntheses of tri- and tetra-substituted allenols from... read more here.
Keywords: regioselective syntheses; allenols via; photoredox copper; catalyzed regioselective ... See more keywords