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1 article(s) from Dorogan, Igor V

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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Scheme 1: 1,3-Tropolones 2–4 prepared by the reaction of o-chloranil with methylene active compounds.

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Scheme 2: General scheme of the synthesis of 2-(2-hetaryl)-5,6,7-trichloro-1,3-tropolones 5 and 2-(2-hetaryl)...

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Scheme 3: The mechanism for the formation of 5,6,7-trichloro-1,3-tropolones 5 and 4,5,6,7-tetrachloro-1,3-tro...

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Figure 1: Molecular structure of 2-(3,3-dimethylindolyl)-5,6,7-trichloro-1,3-tropolone 5g. Thermal ellipsoids...

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Figure 2: Molecular structure of 2-(5-chlorobenzothiazolyl)-4,5,6,7-tetrachloro-1,3-tropolone 6e. Thermal ell...

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Scheme 4: The fast prototropic N–H···O [Graphic 3] N···H–O equilibrium in solutions of 2-hetaryl-5,6,7-trichloro- and 4,...

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Scheme 5: Two reaction paths for coupling 2-hetaryl-1,3-tropolones 5 and 6 with alcohols.

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Figure 3: Molecular structure of 2-(3,3-dimethylindolyl)-5,7-dichloro-6-ethoxy-1,3-tropolone 13. Selected bon...

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Figure 4: Molecular structure of 2-(2-ethoxycarbonyl-6-hydroxy-3,4,5-trichlorophenyl)benzoxazole 11b. Selecte...

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Figure 5: Electronic absorption (1, 2), fluorescence emission (λ_exc = 350 nm) (3, 4) and fluorescence excitat...

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Published 12 Nov 2015

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