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Search for "acridinium photocatalyst" in Full Text gives 7 result(s) in Beilstein Journal of Organic Chemistry.

Photoredox-catalyzed intramolecular nucleophilic amidation of alkenes with β-lactams

  • Valentina Giraldi,
  • Giandomenico Magagnano,
  • Daria Giacomini,
  • Pier Giorgio Cozzi and
  • Andrea Gualandi

Beilstein J. Org. Chem. 2024, 20, 2461–2468, doi:10.3762/bjoc.20.210

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  • reactions limit the utility of this approach. Herein, we report an intramolecular photoredox cyclization of alkenes with β-lactams in the presence of an acridinium photocatalyst. The approach uses an intramolecular nucleophilic addition of the β-lactam nitrogen atom to the radical cation photogenerated in
  • the linked alkene moiety, followed by hydrogen transfer from the hydrogen atom transfer (HAT) catalyst. This process was used to successfully prepare 2-alkylated clavam derivatives. Keywords: β-lactam; acridinium photocatalyst; alkenes; amides; intramolecular radical reaction; photoredox catalysis
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Published 01 Oct 2024

Generation of alkyl and acyl radicals by visible-light photoredox catalysis: direct activation of C–O bonds in organic transformations

  • Mithu Roy,
  • Bitan Sardar,
  • Itu Mallick and
  • Dipankar Srimani

Beilstein J. Org. Chem. 2024, 20, 1348–1375, doi:10.3762/bjoc.20.119

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  •  21). Styrenes selectively reacted with vinyl ethers in the presence of an acridinium photocatalyst and a diphenyl disulfide HAT catalyst to produce the aldehyde product when exposed to blue LED light. Differently substituted styrenes were examined using this protocol, which produced the aldehyde
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Published 14 Jun 2024

Photoredox catalysis in nickel-catalyzed C–H functionalization

  • Lusina Mantry,
  • Rajaram Maayuri,
  • Vikash Kumar and
  • Parthasarathy Gandeepan

Beilstein J. Org. Chem. 2021, 17, 2209–2259, doi:10.3762/bjoc.17.143

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  • products were observed when unsubstituted and electron-rich aryl bromides were used. Based on their experimental results, the authors proposed that a triplet–triplet energy transfer occurs between the nickel(II)–aryl species 7-IV and the excited acridinium photocatalyst *Mes-Acr-Me+ 7-II (Figure 7) [64
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Published 31 Aug 2021

Recent developments in enantioselective photocatalysis

  • Callum Prentice,
  • James Morrisson,
  • Andrew D. Smith and
  • Eli Zysman-Colman

Beilstein J. Org. Chem. 2020, 16, 2363–2441, doi:10.3762/bjoc.16.197

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Published 29 Sep 2020

An overview on disulfide-catalyzed and -cocatalyzed photoreactions

  • Yeersen Patehebieke

Beilstein J. Org. Chem. 2020, 16, 1418–1435, doi:10.3762/bjoc.16.118

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  • . Huang and co-workers proposed a polar radical crossover cycloaddition mechanism for this Diels–Alder cycloaddition (Scheme 6). The electron transfer from the electron-rich styrene 14 to the activated acridinium photocatalyst 15 oxidizes the styrene 14 to form the styrene radical 16 and the acridine
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Published 23 Jun 2020

Photocatalysis with organic dyes: facile access to reactive intermediates for synthesis

  • Stephanie G. E. Amos,
  • Marion Garreau,
  • Luca Buzzetti and
  • Jerome Waser

Beilstein J. Org. Chem. 2020, 16, 1163–1187, doi:10.3762/bjoc.16.103

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  • salt 6.1 was promoted by the acridinium photocatalyst OD2. The resulting alkyl radical can be intercepted by a protonated heteroarene 6.2. The addition of potassium persulfate leads to the regeneration of the photocatalyst and the rearomatization of the intermediate, delivering the desired alkylated
  • , Fagnoni and co-workers developed an organophotocatalytic method to access nonsymmetrical ketones through the oxidation of the alkyl acylsilanes 18.1 (Eox ≈ +1.3 V) by an acridinium photocatalyst OD2 (E(PC+*/PC) ≈ 2.1 V, Scheme 18) [90]. After the fragmentation, the acyl radical can add to various Michael
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Published 29 May 2020

Tandem copper and photoredox catalysis in photocatalytic alkene difunctionalization reactions

  • Nicholas L. Reed,
  • Madeline I. Herman,
  • Vladimir P. Miltchev and
  • Tehshik P. Yoon

Beilstein J. Org. Chem. 2019, 15, 351–356, doi:10.3762/bjoc.15.30

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  • nitrogen atom source (16–18). Finally, alkene diamination is also readily achieved using N-phenylureas as nucleophiles, although acridinium photocatalyst 6 afforded modestly higher yields in these reactions (19–21). A complete mechanistic picture of this reaction will require additional experimentation
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Published 05 Feb 2019
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