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Showing 1 to 13 of 13 for “"dearomative"”.

  1. Arenophile-mediated dearomative functionalization of unactivated arenes

    Two photomediated dearomative methods are reported using an “arenophile” called MTAD. Arene-arenophile cycloadducts are formed by irradiation of mixtures of unactivated arenes and MTAD at cryogenic temperatures with visible light. These cycloadducts are subsequently used as substrates in …

    uiuc Repository record for Arenophile-mediated dearomative functionalization of unactivated arenes (opens in a new tab)

  2. Total synthesis of lycoricidine via photochemical dearomative dihydroxylation

    … of lycoricidine utilizing a photochemical dearomative dihydroxylation of bromobenzene. Modified Narasaka-Sharpless dihydroxylation generates a product bearing both the electrophile and nucleophile for an unprecedented transpositive Suzuki coupling. Hetero-Diels-Alder cycloaddition is used …

    uiuc Repository record for Total synthesis of lycoricidine via photochemical dearomative dihydroxylation (opens in a new tab)

  3. Dearomative transformations in synthesis: I. Dearomative dihydroxylation with arenophiles II. Total synthesis of lycoricidine and narciclasine III. Towards the total synthesis of collybolide

    … particular, there is a paucity of reactions for dearomative installation of functionality into simple arenes in a selective and mild fashion. The first chapter of this dissertation describes the development of a dearomative functionalization reaction developed by our laboratory for the regio- and …

    uiuc Repository record for Dearomative transformations in synthesis: I. Dearomative dihydroxylation with arenophiles II. Total synthesis of lycoricidine and narciclasine III. Towards the total synthesis of collybolide (opens in a new tab)

  4. Total synthesis enabled by nickel-catalyzed transformations: Dearomative carboamination and methylenecyclopropane annulation

    … using a novel nickel-catalyzed asymmetric dearomative carboamination reaction. This strategy relies on the ability of N-methyl-1,2,4-triazoline-3,5-dione (MTAD) to undergo a [4+2] cycloaddition with benzene to form an intermediary cycloadduct that can then be subjected to a transition metal …

    uiuc Repository record for Total synthesis enabled by nickel-catalyzed transformations: Dearomative carboamination and methylenecyclopropane annulation (opens in a new tab)

  5. Dearomative functionalization of simple arenes: Reduction and palladium-catalyzed syn-1,4-aminofunctionalizations

    … Accordingly, many unique and enabling dearomative transformations have been developed and applied to the total synthesis of complex bioactive compounds. However, a significant challenge remains to be addressed in this field. That is, simple and non-activated arenes, such as benzene and …

    uiuc Repository record for Dearomative functionalization of simple arenes: Reduction and palladium-catalyzed syn-1,4-aminofunctionalizations (opens in a new tab)

  6. Advances in synthetic methodology: Dearomative aminofunctionalization of arenes and high-throughput reaction discovery

    Submission original under an indefinite embargo labeled 'Open Access'. The submission was exported from vireo on 2025-03-28 without embargo terms

    uiuc Repository record for Advances in synthetic methodology: Dearomative aminofunctionalization of arenes and high-throughput reaction discovery (opens in a new tab)

  7. Dearomative hydroboration-enabled synthesis of idarubicinone and synthesis of minor cannabinoids and their metabolites

    … Co- and Ru-catalyzed arene oxidation and a novel dearomative hydroboration. This global functionalization strategy, a combination of site-selective arene- and dearomative-functionalizations, provided the key anthracycline framework in five operations and enabled rapid and controlled access to …

    uiuc Repository record for Dearomative hydroboration-enabled synthesis of idarubicinone and synthesis of minor cannabinoids and their metabolites (opens in a new tab)

  8. The development of dearomative functionalizations and their use in the total synthesis of bioactive natural products

    Submission published under a 24 month embargo labeled 'Closed Access', the embargo will last until 2024-05-01

    uiuc Repository record for The development of dearomative functionalizations and their use in the total synthesis of bioactive natural products (opens in a new tab)

  9. Dearomative reduction of arenes through the use of arenophiles & studies towards the synthesis of cardiotonic steroids calotropin and calactin

    A novel method for the dearomative reduction of arenes through the use of N,N-arenophile, MTAD, was developed. Cheap feedstock arenes undergo photocycloaddition with MTAD, and the cycloadduct can be treated further to furnish novel 1,3-cyclohexadienes or 1,4-diamino-2- cyclohexenes. The utility of …

    uiuc Repository record for Dearomative reduction of arenes through the use of arenophiles & studies towards the synthesis of cardiotonic steroids calotropin and calactin (opens in a new tab)

  10. Stereoselective Heterocycle Synthesis via Alkene Difunctionalization: Bulky Phosphine Ligands Enable Pd-Catalyzed Arylhalogenation, Arylcyanation and Diarylation

    … as substrates in order to execute the first dearomative bisfunctionalization via arylcyanation. Chapter 3 discusses the extention of the indole dearomatization methodology wherein both a dearomative syn 1,2-diarylation and a syn 1,2-arylvinylation were achieved. This methodology utilizes …

    toronto-retro Repository record for Stereoselective Heterocycle Synthesis via Alkene Difunctionalization: Bulky Phosphine Ligands Enable Pd-Catalyzed Arylhalogenation, Arylcyanation and Diarylation (opens in a new tab)

  11. Development of New Organic Photoredox Catalysis Driven by Visible Light

    … access to indolines. However, the exiting dearomative methods largely restrict to electron-rich indoles or go through an ionic process using strong nucleophiles. Toward this end, an unprecedented organophotocatalytic process by harnessing nucleophilic radicals to react with …

    arizona-thes Repository record for Development of New Organic Photoredox Catalysis Driven by Visible Light (opens in a new tab)