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Search for "nucleophilic aromatic substitutions" in Full Text gives 10 result(s) in Beilstein Journal of Organic Chemistry.

A new platform for the synthesis of diketopyrrolopyrrole derivatives via nucleophilic aromatic substitution reactions

  • Vitor A. S. Almodovar and
  • Augusto C. Tomé

Beilstein J. Org. Chem. 2024, 20, 1933–1939, doi:10.3762/bjoc.20.169

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  • pentafluorobenzyl bromide, followed by a nucleophilic aromatic substitution (SNAr) with thiols and phenols. This approach is based on the well-established reactivity of perfluoroaromatic compounds in nucleophilic aromatic substitutions [32][33][34][35]. By varying the reaction conditions and the number of
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Published 08 Aug 2024

Synthesis of 4-substituted azopyridine-functionalized Ni(II)-porphyrins as molecular spin switches

  • Jannis Ludwig,
  • Tobias Moje,
  • Fynn Röhricht and
  • Rainer Herges

Beilstein J. Org. Chem. 2020, 16, 2589–2597, doi:10.3762/bjoc.16.210

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  • yields of the Baeyer–Mills reactions, if performed under basic conditions, are higher for electron-deficient amines. 4-Chloropyridines are susceptible to nucleophilic aromatic substitutions [4], which was confirmed by the successful substitution of 3-(3-bromophenylazo)-4-chloropyridine (10) and 3-(3
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Published 21 Oct 2020

A toolbox of molecular photoswitches to modulate the CXCR3 chemokine receptor with light

  • Xavier Gómez-Santacana,
  • Sabrina M. de Munnik,
  • Tamara A. M. Mocking,
  • Niels J. Hauwert,
  • Shanliang Sun,
  • Prashanna Vijayachandran,
  • Iwan J. P. de Esch,
  • Henry F. Vischer,
  • Maikel Wijtmans and
  • Rob Leurs

Beilstein J. Org. Chem. 2019, 15, 2509–2523, doi:10.3762/bjoc.15.244

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  • trans-6e as an orange solid with 97% purity. The synthesis of compounds 6f–h was performed following a nucleophilic aromatic substitution route on 28b (Scheme 4) since precursors 8 or 17 with the required substituent Y were not available. We performed nucleophilic aromatic substitutions with the
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Published 23 Oct 2019

Synthesis of benzannelated sultams by intramolecular Pd-catalyzed arylation of tertiary sulfonamides

  • Valentin A. Rassadin,
  • Mirko Scholz,
  • Anastasiia A. Klochkova,
  • Armin de Meijere and
  • Victor V. Sokolov

Beilstein J. Org. Chem. 2017, 13, 1932–1939, doi:10.3762/bjoc.13.187

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  • , sultams have been prepared employing Diels–Alder reactions, radical cyclizations, reductions of sulfonylimines, ring-closing metatheses, nucleophilic aromatic substitutions and Heck cyclizations [14][15][16]. Earlier on, our group has developed versatile syntheses of sultams based on the transformation of
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Published 12 Sep 2017

Synthesis and nucleophilic aromatic substitution of 3-fluoro-5-nitro-1-(pentafluorosulfanyl)benzene

  • Javier Ajenjo,
  • Martin Greenhall,
  • Camillo Zarantonello and
  • Petr Beier

Beilstein J. Org. Chem. 2016, 12, 192–197, doi:10.3762/bjoc.12.21

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  • aromatic substitutions of the fluorine atom with oxygen, sulfur and nitrogen nucleophiles affording novel 3-substituted-5-nitro-1-(pentafluorosulfanyl)benzenes. Regioselective vicarious nucleophilic substitution with carbon, oxygen, and nitrogen nucleophiles afforded 4-substituted-3-fluoro-5-nitro-1
  • under the VNS conditions and in the presence of strong nucleophiles and base (t-BuOK), fluorine atoms of 2 and 4 remained intact. Conclusion In conclusion, 3-fluoro-5-nitro-1-(pentafluorosulfanyl)benzene was prepared by direct fluorination and fluorodenitration pathways. It underwent nucleophilic
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Published 03 Feb 2016

A facile synthetic route to benzimidazolium salts bearing bulky aromatic N-substituents

  • Gabriele Grieco,
  • Olivier Blacque and
  • Heinz Berke

Beilstein J. Org. Chem. 2015, 11, 1656–1666, doi:10.3762/bjoc.11.182

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  • of nucleophilic aromatic substitutions (SNAr) of benzene-1,2-diamine at 2-chloropyridine (Scheme 1). Once all the different N1,N2-diarylbenzene-1,2-diamines were prepared a method had to be developed to build up the imidazolium salts by ring closure. 3-Cl and 4-Cl could principally be obtained from
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Published 17 Sep 2015

Isocyanide-based multicomponent reactions towards cyclic constrained peptidomimetics

  • Gijs Koopmanschap,
  • Eelco Ruijter and
  • Romano V.A. Orru

Beilstein J. Org. Chem. 2014, 10, 544–598, doi:10.3762/bjoc.10.50

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Published 04 Mar 2014

An overview of the synthetic routes to the best selling drugs containing 6-membered heterocycles

  • Marcus Baumann and
  • Ian R. Baxendale

Beilstein J. Org. Chem. 2013, 9, 2265–2319, doi:10.3762/bjoc.9.265

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Published 30 Oct 2013

An overview of the key routes to the best selling 5-membered ring heterocyclic pharmaceuticals

  • Marcus Baumann,
  • Ian R. Baxendale,
  • Steven V. Ley and
  • Nikzad Nikbin

Beilstein J. Org. Chem. 2011, 7, 442–495, doi:10.3762/bjoc.7.57

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Published 18 Apr 2011

On the functionalization of benzo[e][2,1]thiazine

  • Kirill Popov,
  • Tatyana Volovnenko and
  • Julian Volovenko

Beilstein J. Org. Chem. 2009, 5, No. 42, doi:10.3762/bjoc.5.42

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  • and reducing agents are reported. A number of new, highly functionalized benzo[e][2,1]thiazine derivatives having potential biological activity were synthesized and described. Keywords: heterocycles; nucleophilic aromatic substitutions; oxidation; reduction; regioselectivity; Introduction Many
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Published 02 Sep 2009
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