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Search for "aromatic azides" in Full Text gives 11 result(s) in Beilstein Journal of Organic Chemistry.

A recent overview on the synthesis of 1,4,5-trisubstituted 1,2,3-triazoles

  • Pezhman Shiri,
  • Ali Mohammad Amani and
  • Thomas Mayer-Gall

Beilstein J. Org. Chem. 2021, 17, 1600–1628, doi:10.3762/bjoc.17.114

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  • , and a wide variety of aliphatic moieties, (hetero)aromatic units with electron-donating and electron-withdrawing groups, respectively, and ferrocenyl-substituted terminal alkynes was screened. Diverse triazoles disulfides 98 were achieved in good to high yield. Several aliphatic and aromatic azides
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Published 13 Jul 2021

A systematic review on silica-, carbon-, and magnetic materials-supported copper species as efficient heterogeneous nanocatalysts in “click” reactions

  • Pezhman Shiri and
  • Jasem Aboonajmi

Beilstein J. Org. Chem. 2020, 16, 551–586, doi:10.3762/bjoc.16.52

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  • organic frameworks (CNOF, 90) for the preparation of 1,2,3-triazole derivatives substituted at the 1- and 4-positions under green reaction conditions [82]. The CNOF (90) worked well as catalyst for the Huisgen cycloaddition of benzyl azides and aromatic azides (generated from benzyl halides and diazonium
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Published 01 Apr 2020

Assembly of fully substituted triazolochromenes via a novel multicomponent reaction or mechanochemical synthesis

  • Robby Vroemans,
  • Yenthel Verhaegen,
  • My Tran Thi Dieu and
  • Wim Dehaen

Beilstein J. Org. Chem. 2018, 14, 2689–2697, doi:10.3762/bjoc.14.246

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  • % yield (Scheme 3). Finally, the scope with respect to organic azides was investigated by performing reactions with alkyl and aryl azides 4a–g. Electron-rich aliphatic azides produced products 5j–l in moderate yields. Additionally, electron-rich and electron-deficient aromatic azides were explored
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Published 22 Oct 2018

Solvent-free copper-catalyzed click chemistry for the synthesis of N-heterocyclic hybrids based on quinoline and 1,2,3-triazole

  • Martina Tireli,
  • Silvija Maračić,
  • Stipe Lukin,
  • Marina Juribašić Kulcsár,
  • Dijana Žilić,
  • Mario Cetina,
  • Ivan Halasz,
  • Silvana Raić-Malić and
  • Krunoslav Užarević

Beilstein J. Org. Chem. 2017, 13, 2352–2363, doi:10.3762/bjoc.13.232

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  • methine C-3 protons displayed in a 1H,1H-NOESY spectrum of 4 (Figure S10 in Supporting Information File 1). Compound 4 was then submitted to Cu(I)-catalyzed 1,3-dipolar cycloaddition with selected halogen-substituted and non-substituted aromatic azides to yield target N-heterocyclic hybrids 5–8 containing
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Published 06 Nov 2017

Synthesis of 2,1-benzisoxazole-3(1H)-ones by base-mediated photochemical N–O bond-forming cyclization of 2-azidobenzoic acids

  • Daria Yu. Dzhons and
  • Andrei V. Budruev

Beilstein J. Org. Chem. 2016, 12, 874–881, doi:10.3762/bjoc.12.86

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  • -azepines 3 as products of the photolysis or thermolysis of aromatic azides [34][35]. The proposed mechanism for their formation was confirmed by identification of the reaction intermediates using low-temperature and time-resolved spectroscopy [36][37][38][39][40][41][42][43]. It is currently believed that
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Published 04 May 2016

Synthesis, characterization and DNA interaction studies of new triptycene derivatives

  • Sourav Chakraborty,
  • Snehasish Mondal,
  • Rina Kumari,
  • Sourav Bhowmick,
  • Prolay Das and
  • Neeladri Das

Beilstein J. Org. Chem. 2014, 10, 1290–1298, doi:10.3762/bjoc.10.130

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  • , polymers, supramolecules and other smart materials [2][3][4][5][6][7][8]. In order to explore more applications of triptycenes, there is a need to design newer derivatives of triptycene having specific functional groups. It is well established that aromatic azides are an important class of compounds having
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Published 05 Jun 2014

The chemistry of amine radical cations produced by visible light photoredox catalysis

  • Jie Hu,
  • Jiang Wang,
  • Theresa H. Nguyen and
  • Nan Zheng

Beilstein J. Org. Chem. 2013, 9, 1977–2001, doi:10.3762/bjoc.9.234

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  • light-mediated reductions such as reductive dehalogenation [47][48][49][50][51], reductive radical cyclization [52][53][54], reduction of activated ketones [49], and reduction of aromatic azides [55]. The third mode involves deprotonation of amine radical cation 2 to form α-amino radical 3, which is
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Published 01 Oct 2013

Parallel solid-phase synthesis of diaryltriazoles

  • Matthias Wrobel,
  • Jeffrey Aubé and
  • Burkhard König

Beilstein J. Org. Chem. 2012, 8, 1027–1036, doi:10.3762/bjoc.8.115

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  • yields of 78–98% (Table 3). Conclusion Diaryltriazoles were obtained in an efficient three-step solid-phase procedure. Immobilization of aromatic azides on commercial Wang resin followed by copper(I)- or ruthenium(II)-catalyzed 1,3-cycloaddition and subsequent cleavage of the product from the resin gave
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Published 06 Jul 2012

Thiophene-based donor–acceptor co-oligomers by copper-catalyzed 1,3-dipolar cycloaddition

  • Stefanie Potratz,
  • Amaresh Mishra and
  • Peter Bäuerle

Beilstein J. Org. Chem. 2012, 8, 683–692, doi:10.3762/bjoc.8.76

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  • synthesize aromatic azides from halogenated arenes and sodium azide. We have now transferred this method to the synthesis of 3-azidothiophene (2) from 3-iodothiophene (1) in excellent yield, which in the following was used for further click reactions to form novel thienyl-1,2,3-triazole co-oligomers (Scheme
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Published 03 May 2012

A novel high-yield synthesis of aminoacyl p-nitroanilines and aminoacyl 7-amino-4-methylcoumarins: Important synthons for the synthesis of chromogenic/fluorogenic protease substrates

  • Xinghua Wu,
  • Yu Chen,
  • Herve Aloysius and
  • Longqin Hu

Beilstein J. Org. Chem. 2011, 7, 1030–1035, doi:10.3762/bjoc.7.117

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  • was highly chemoselective, mild, and free of racemization in the coupling step [20]; was compatible with common protecting groups used in peptide chemistry including Fmoc, Boc, Cbz, and Trt; and more importantly, worked very efficiently for electron-deficient aromatic azides substituted with an
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Published 27 Jul 2011

EPR and pulsed ENDOR study of intermediates from reactions of aromatic azides with group 13 metal trichlorides

  • Giorgio Bencivenni,
  • Riccardo Cesari,
  • Daniele Nanni,
  • Hassane El Mkami and
  • John C. Walton

Beilstein J. Org. Chem. 2010, 6, 713–725, doi:10.3762/bjoc.6.84

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  • of Chemistry, University of St. Andrews, EaStChem, St. Andrews, Fife KY16 9ST, UK 10.3762/bjoc.6.84 Abstract The reactions of group 13 metal trichlorides with aromatic azides were examined by CW EPR and pulsed ENDOR spectroscopies. Complex EPR spectra were obtained from reactions of aluminium
  • its electron-withdrawing substituent, did not react. In general the aromatic azides appeared to react most rapidly with AlCl3 but this reagent tended to generate much polymer. InCl3 was the least reactive group 13 halide. DFT computations of the radical cations provided corroborating evidence and
  • suggested that the unpaired electrons were accommodated in extensive π-delocalised orbitals. A mechanism to account for the reductive conversion of aromatic azides to the corresponding anilines and thence to the dimers and trimers is proposed. Keywords: aluminium; aromatic azides; ENDOR; EPR; gallium
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Published 09 Aug 2010
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