Novel Tricyclic Indeno[5,6-b]furan-imidazole Hybrid Compounds: Design, Synthesis and Antitumor Activity

A new transition metal-free method for the preparation of substituted imidazoles from easy-to-handle amidine hydrochlorides and bromoacetylenes has been developed. The reactions proceed in air and use inexpensive K2 CO3 as base. Additions of 2,2'-bipyridine and water have beneficial effects on the product yields. Various di- and trisubstituted imidazoles have been prepared in good yields (up to 88 %).

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Base‐Mediated Syntheses of Di‐ and Trisubstituted Imidazoles from Amidine Hydrochlorides and Bromoacetylenes

Chen

Englert

Bolm

2015

Chemistry A European J

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A facile approach for the synthesis of indenoimidazole derivatives and their supramolecular study

et al. 2016

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The structures of the title Indeno-imidazole compounds, have been determined by FTIR, NMR, mass and single crystal X-ray diffraction. 3a,8a-Dihydroxy-1-phenyl-1,3,3a,8a-tetrahydro-indeno[1,2d]imidazole-2,8-dione (1) crystallizes in the monoclinic, space group P2 1 /c with a = 12.0913(7) Å, b = 5.7204(3) Å, c = 19.8168(11) Å, α = 90.00 • , β = 103.6650(10) • , γ = 90.00 • , V = 1331.87(13) Å 3 , Z = 4; while 3a,8a-Dihydroxy-1-phenyl-2-thioxo-2,3,3a,8a-tetrahydro-1H-indeno[1,2-d]imidazol-8-one (2) crystallizes in the monoclinic, space group P2 1 /c with a = 11.0101(5) Å, b = 6.8421(3) Å, c = 21.1243(9) Å, α = 90.00 • , β = 110.771(2) • , γ = 90.00 • , V = 1487.91(11) Å 3 , Z = 4. Solid-state crystal structures of compounds 1 and 2 are presented here in terms of crystal engineering and supramolecular chemistry. Replacement of oxygen atom of compound 1 by sulfur atom in compound 2 forced compound 2 to hold water molecules and formed the hydrated form.

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Synthesis, Crystal Structure, and Spectral Study of a Novel Indenoimidazole Carboxylic Acid Amide

Ghalib

Mehdi²,

Malla³

et al. 2021

Russ J Org Chem

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Novel Tricyclic Indeno[5,6-b]furan-imidazole Hybrid Compounds: Design, Synthesis and Antitumor Activity

Cited by 3 publications

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Base‐Mediated Syntheses of Di‐ and Trisubstituted Imidazoles from Amidine Hydrochlorides and Bromoacetylenes

Base‐Mediated Syntheses of Di‐ and Trisubstituted Imidazoles from Amidine Hydrochlorides and Bromoacetylenes

A facile approach for the synthesis of indenoimidazole derivatives and their supramolecular study

Synthesis, Crystal Structure, and Spectral Study of a Novel Indenoimidazole Carboxylic Acid Amide

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