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Search for "1,2,4-triazole derivatives" in Full Text gives 7 result(s) in Beilstein Journal of Organic Chemistry.

Dioxazolones as electrophilic amide sources in copper-catalyzed and -mediated transformations

  • Seungmin Lee,
  • Minsuk Kim,
  • Hyewon Han and
  • Jongwoo Son

Beilstein J. Org. Chem. 2025, 21, 200–216, doi:10.3762/bjoc.21.12

Graphical Abstract
  • amidation Recently, Cao and co-workers reported the copper-catalyzed synthesis of 1,2,4-triazole derivatives via an N-acyl nitrene intermediate [76]. As illustrated in Scheme 3, dioxazolones 4 and N-iminoquinolinium ylides 5 served as reactive substrates, leading to the formation of various polycyclic 1,2,4
  • -triazole analogues 6. Both dioxazolones 4 and N-iminoquinolinium ylides 5 demonstrated excellent tolerance in this transformation. Notably, electron-rich dioxazolones exhibited slightly higher reactivity. The proposed catalytic cycle for the copper-catalyzed synthesis of 1,2,4-triazole derivatives is
  • mixture (E/Z = 1.4:1) of dioxazolones was used. Copper(II)-catalyzed synthesis of 1,2,4-triazole derivatives. Copper(I)-catalyzed synthesis of N-acyl amidines from dioxazolones, acetylenes, and amines. aPerformed under N2 atmosphere. b10 mol % of CuI was used instead of [Cu(OAc)(Xantphos)], with a
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Review
Published 22 Jan 2025

Cu(OTf)2-catalyzed multicomponent reactions

  • Sara Colombo,
  • Camilla Loro,
  • Egle M. Beccalli,
  • Gianluigi Broggini and
  • Marta Papis

Beilstein J. Org. Chem. 2025, 21, 122–145, doi:10.3762/bjoc.21.7

Graphical Abstract
  • intermediate XXXV. Finally, the final product 35 is yielded via a 1,3-hydride shift. The reaction between diazo derivatives, nitriles, and azodicarboxylates catalyzed by Cu(OTf)2 is an efficient synthetic method to obtain 2,3-dihydro-1,2,4-triazole derivatives 36 (Scheme 27) [45]. The reaction proceeds via a
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Published 14 Jan 2025

Synthesis, electrochemical properties, and antioxidant activity of sterically hindered catechols with 1,3,4-oxadiazole, 1,2,4-triazole, thiazole or pyridine fragments

  • Daria A. Burmistrova,
  • Andrey Galustyan,
  • Nadezhda P. Pomortseva,
  • Kristina D. Pashaeva,
  • Maxim V. Arsenyev,
  • Oleg P. Demidov,
  • Mikhail A. Kiskin,
  • Andrey I. Poddel’sky,
  • Nadezhda T. Berberova and
  • Ivan V. Smolyaninov

Beilstein J. Org. Chem. 2024, 20, 2378–2391, doi:10.3762/bjoc.20.202

Graphical Abstract
  • compounds leads to an increased lipophilicity and, as a result, facilitates the transfer of the molecule through cell membranes to the target site [22]. 1,2,4-Triazole derivatives also play a key role in medicinal chemistry, especially in the development of new antivirals [23][24] and antibacterial agents
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Published 19 Sep 2024

Synthetic accesses to biguanide compounds

  • Oleksandr Grytsai,
  • Cyril Ronco and
  • Rachid Benhida

Beilstein J. Org. Chem. 2021, 17, 1001–1040, doi:10.3762/bjoc.17.82

Graphical Abstract
  • ). It is interesting to note that heterocyclic nitrogen atoms can also react with cyanoguanidine. For example, Zeng et al. reported the conversion of 1,2,4-triazole derivatives into their related biguanide products in good 70% yield by simple reflux heating in ethanol (Scheme 10). The resulting
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Published 05 May 2021

Chemoenzymatic synthesis and biological evaluation of enantiomerically enriched 1-(β-hydroxypropyl)imidazolium- and triazolium-based ionic liquids

  • Paweł Borowiecki,
  • Małgorzata Milner-Krawczyk and
  • Jan Plenkiewicz

Beilstein J. Org. Chem. 2013, 9, 516–525, doi:10.3762/bjoc.9.56

Graphical Abstract
  • . Imidazole rings are also frequently present in antibacterial [6][7][8], antifungal [9][10][11][12][13], antiparasitic [14][15], anticancer [16][17] and antiaggregatory [18] preparations. In turn, many 1,2,4-triazole derivatives exhibit antimicrobial [19][20], antifungal [21], antitumor [22], analgesic [23
  • ], anti-inflammatory [24], psychoactive [25][26][27], anticonvulsant [28], diuretic [29], and anti-HIV [30] activity. 1,2,4-Triazole derivatives also represent the most important group of herbicides and fungicides [31]. In recent years growing attention has been focused on imidazole- and 1,2,4-triazole
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Published 12 Mar 2013

Michael-type addition of azoles of broad-scale acidity to methyl acrylate

  • Sławomir Boncel,
  • Kinga Saletra,
  • Barbara Hefczyc and
  • Krzysztof Z. Walczak

Beilstein J. Org. Chem. 2011, 7, 173–178, doi:10.3762/bjoc.7.24

Graphical Abstract
  • use of an appropriate basic catalyst (DBU, DIPEA, NaOH, NaH, TEDA), a donor/base/acceptor ratio and the reaction temperature. The reactions were performed in DMF as solvent. Target Michael adducts were obtained in medium to excellent yields. Importantly, for imidazole and 1,2,4-triazole derivatives
  • , no corresponding regioisomers were obtained. Keywords: imidazole derivatives; methyl acrylate; Michael-type addition; pyrazole derivatives; 1,2,4-triazole derivatives; Introduction Derivatives of azoles are important biologically active compounds. Many, especially those containing imidazole
  • important drugs, have seldomly been considered as aza-Michael donors due to their poor nucleophilicity and the possible tendency of adducts to undergo retro-Michael reactions [26]. Here, we present Michael-type addition of azoles, inter alia imidazole and 1,2,4-triazole derivatives of high acidity (pKa
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Published 08 Feb 2011

Synthesis of 3-(phenylazo)-1,2,4-triazoles by a nucleophilic reaction of primary amines with 5-chloro- 2,3-diphenyltetrazolium salt via mesoionic 2,3-diphenyltetrazolium- 5-aminides

  • Shuki Araki,
  • Satoshi Hirose,
  • Yoshikazu Konishi,
  • Masatoshi Nogura and
  • Tsunehisa Hirashita

Beilstein J. Org. Chem. 2009, 5, No. 8, doi:10.3762/bjoc.5.8

Graphical Abstract
  • preparation of this chlorotetrazolium salt 2 and its reactions with amines, which involve the unexpected formation of 3-(phenylazo)-1,2,4-triazole derivatives. Results and Discussion The 5-chloro-2,3-diphenyltetrazolium salt 2 was prepared in an analogous manner to the corresponding 1,3-diphenyl isomer 1 [6
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Published 02 Mar 2009
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