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Search for "1H-benzo[d]imidazole" in Full Text gives 8 result(s) in Beilstein Journal of Organic Chemistry.

Trifluoromethylated hydrazones and acylhydrazones as potent nitrogen-containing fluorinated building blocks

  • Zhang Dongxu

Beilstein J. Org. Chem. 2023, 19, 1741–1754, doi:10.3762/bjoc.19.127

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  • trifluoromethylated 1,2,4-triazoles were synthesized with excellent regioselectivities in [3 + 2] cycloaddition reactions of trifluoromethylated hydrazonoyl chlorides with imidates, amidine and 1H-benzo[d]imidazole-2-thiols, all of which were individually reported by Wang, Deng and Cai, respectively [77][78][79
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Review
Published 15 Nov 2023

Synthesis and reactivity of azole-based iodazinium salts

  • Thomas J. Kuczmera,
  • Annalena Dietz,
  • Andreas Boelke and
  • Boris J. Nachtsheim

Beilstein J. Org. Chem. 2023, 19, 317–324, doi:10.3762/bjoc.19.27

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  • (method A): To a stirred solution of the corresponding (2-iodophenyl)-1H-benzo[d]imidazole or -indazole (200 µmol, 1.0 equiv) and mCPBA (85%, 44.8 mg, 220 µmol, 1.1 equiv) in DCM (1 mL) was added TfOH (44.2 µL, 500 µmol, 2.5 equiv) and the resulting solution was stirred for 72 h at 40 °C. The solvent was
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Published 16 Mar 2023

DDQ in mechanochemical C–N coupling reactions

  • Shyamal Kanti Bera,
  • Rosalin Bhanja and
  • Prasenjit Mal

Beilstein J. Org. Chem. 2022, 18, 639–646, doi:10.3762/bjoc.18.64

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  • . Keywords: ball mill; 1H-benzo[d]imidazole; C(sp2)–H amidation; DDQ; mechanochemistry; quinazolin-4(3H)-one; Introduction The reawakening approaches to use solvent-free and environmentally benign conditions in organic synthesis have facilitated new opportunities [1][2][3][4]. The research area of
  • ). Results and Discussion Towards the optimization study, (E)-N-(2-((2-bromobenzylidene)amino)phenyl)-4-methylbenzenesulfonamide (1a) was considered as a model substrate for the synthesis of 2-(2-bromophenyl)-1-tosyl-1H-benzo[d]imidazole (2a, Table 1). Initially, with 1.0 equiv of DDQ, product 2a was
  • g (92%) of the cyclized product 2-(4-bromophenyl)-1-tosyl-1H-benzo[d]imidazole (2c). Similarly, we also carried out the large-scale synthesis with 4.04 mmol each of anthranilamide and 4-bromobenzaldehyde (4), which produced 1.16 g (95%) of the desired product 2-(4-bromophenyl)quinazolin-4(3H)-one
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Published 01 Jun 2022
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  • , 137.68, 136.12, 135.67, 130.49, 125.74, 119.63, 118.33, 115.05, 56.05, 36.68, 26.54, 22.76, 13.81; IR (KBr): 2953, 2921, 2855, 1609, 1497 cm−1; MS (m/z): 877.79. Synthesis of 1,1',1''-(5,5,10,10,15,15-hexabutyl-10,15-dihydro-5H-diindeno[1,2-a:1',2'-c]fluorene-2,7,12-triyl)tris(1H-benzo[d]imidazole) (16
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Published 02 Jun 2021

Natural dolomitic limestone-catalyzed synthesis of benzimidazoles, dihydropyrimidinones, and highly substituted pyridines under ultrasound irradiation

  • Kumar Godugu,
  • Venkata Divya Sri Yadala,
  • Mohammad Khaja Mohinuddin Pinjari,
  • Trivikram Reddy Gundala,
  • Lakshmi Reddy Sanapareddy and
  • Chinna Gangi Reddy Nallagondu

Beilstein J. Org. Chem. 2020, 16, 1881–1900, doi:10.3762/bjoc.16.156

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  • synthesis of 1-benzyl-2-phenyl-1H-benzo[d]imidazole (3a). At first, a control experiment was conducted by using model substrates, 1 and 2a, in H2O in the absence of catalyst under ultrasound irradiation for 60 min at 45–50 °C. It was found that the reaction did not proceed in the absence of a catalyst
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Published 03 Aug 2020

2-Hetaryl-1,3-tropolones based on five-membered nitrogen heterocycles: synthesis, structure and properties

  • Yury A. Sayapin,
  • Inna O. Tupaeva,
  • Alexandra A. Kolodina,
  • Eugeny A. Gusakov,
  • Vitaly N. Komissarov,
  • Igor V. Dorogan,
  • Nadezhda I. Makarova,
  • Anatoly V. Metelitsa,
  • Valery V. Tkachev,
  • Sergey M. Aldoshin and
  • Vladimir I. Minkin

Beilstein J. Org. Chem. 2015, 11, 2179–2188, doi:10.3762/bjoc.11.236

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  • main products of the reaction (Scheme 2), whereas only trace amounts of tetrachloro-1,3-tropolones 6 were isolated from the reaction mixture. 2,3,3-Trimethylindoline reacts with о-chloranil in a similar way. The attempts to extend this reaction to 2-methylbenzimidazole and 1,2-dimethyl-1H-benzo[d
  • ]imidazole failed, no expected 1,3-tropolones were formed under the above described conditions. The ratio of the products was inversed when running the reaction under prolonged (3–4 days) heating of acetic acid solution of reactants at about 50 °С (method B). In this case, 4,5,6,7-tetrachloro-1,3-tropolones
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Published 12 Nov 2015

Sequential decarboxylative azide–alkyne cycloaddition and dehydrogenative coupling reactions: one-pot synthesis of polycyclic fused triazoles

  • Kuppusamy Bharathimohan,
  • Thanasekaran Ponpandian,
  • A. Jafar Ahamed and
  • Nattamai Bhuvanesh

Beilstein J. Org. Chem. 2014, 10, 3031–3037, doi:10.3762/bjoc.10.321

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  • , Cu(OAc)2, benzoquinone and O2 among others. In the present study, we have chosen a Cu2+ salt because it can be used as an oxidant and as a pre-catalyst for the C–H functionalization and the decarboxylative CuAAC reaction, respectively. 1-(2-Azidophenyl)-1H-benzo[d]imidazole (1a) and phenylpropiolic
  • bifunctional behavior of Cu(OAc)2∙H2O in the reaction sequence. Experimental General procedure for the synthesis of fused triazoloquinoxaline derivatives 4 Substituted phenylpropiolic acids (2) were prepared by the literature procedure [50]. To a mixture of 1-(2-azidophenyl)-1H-benzo[d]imidazole (1a) or 1-(2
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Letter
Published 17 Dec 2014

Microwave-assisted Cu(I)-catalyzed, three-component synthesis of 2-(4-((1-phenyl-1H-1,2,3-triazol-4-yl)methoxy)phenyl)-1H-benzo[d]imidazoles

  • Yogesh Kumar,
  • Vijay Bahadur,
  • Anil K. Singh,
  • Virinder S. Parmar,
  • Erik V. Van der Eycken and
  • Brajendra K. Singh

Beilstein J. Org. Chem. 2014, 10, 1413–1420, doi:10.3762/bjoc.10.145

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  • -((1-phenyl-1H-1,2,3-triazol-4-yl)methoxy)phenyl)-1H-benzo[d]imidazole are illustrated in Scheme 1. In a two-step process the triazole and imidazole ring are synthesized consecutively (Scheme 1, path A and B). However, we reasoned that the desired adduct could also be formed in a one-pot fashion
  • )-1H-benzo[d]imidazole. Optimization of the solvent system.a Scope and limitations of the protocol employing different 4-(prop-2-yn-1-yloxy)benzaldehydes (2), phenylazides (1) and 1,2-diaminobenzenes (3)a. Supporting Information Supporting Information File 66: Experimental procedures and analytical
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Published 24 Jun 2014
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